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Paying Off Tsunami-Sized Debt as a Single Woman

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  • The Tsunami Situation – Debt Report
    • Single Girl’s Tsunami Situation
    • The Tsunami Situation – September 2019 Debt Report
    • The Tsunami Situation – October 2019 Debt Report
    • The Tsunami Situation – Tax Edition
    • The Tsunami Situation – November 2019 Debt Report
    • The Tsunami Situation – Student Loan Edition
    • The Tsunami Situation – December 2019 Debt Report
    • The Tsunami Situation – January 2020 Debt Report

Archives for October 2019

Let Us Celebrate!

October 31, 2019 by tanya

Photo by Erwan Hesry on Unsplash
Audio version of this post, read by the author.

We’ve come to the end of the month – and what a month it was. I paid off 5 debt obligations, including the top 3 listed on my September Tsunami Situation Report. I also paid off both of my Federal and State tax obligations for 2018 ($3,238 to the Feds and $2,819 to the State). See The Tsunami Situation – Tax Edition for details.

What I’ve read and heard from other people in the debt free community is that celebrating one’s wins along the journey is essential. 

I’ve never been much of a celebrator. I operate more like this: I did it. It’s done. I’m moving on. I’ve been that way since I can remember. Even for my college graduation, I couldn’t be bothered to fully participate. There were two graduation ceremonies – one for my particular school of the university and another for the university, as a whole. As far as I know, most of my classmates attended both of the graduations. Once I got my degree in the first ceremony, I told my family that we were clear to go. 

I’ve been the same way about my accomplishments since then. The professional licenses earned, the deals closed, and the jobs acquired often go unacclaimed.  Once the goal has been reached, I don’t spend much time appreciating or basking in what I’ve done. 

So the pay-off of a debt – especially a relatively little debt – isn’t something that I would have previously deemed to be celebration-worthy. It’s just not my style. 

Howeva . . . this is a new day and I’m on a new journey. I’m willing to do whatever I need to do to stay on my path. My road to debt freedom is not likely to be a short one and, with that being the case, I will do what those who have succeeded in this have done to keep themselves motivated to continue. 

Members of the debt-free community identify the celebration as a way of formally acknowledging the accomplishment of getting one step closer to the ultimate goal of debt freedom. It’s an opportunity to appreciate the choices and sacrifices that were made in order to crush that particular debt.  Taking the time and energy to appreciate what you’ve done helps encourage one to continue onward and not give up. I can dig that. I really can.

That said, I’m officially converting to celebratorianism, that is, the practice of engaging in merriment and appreciation to commemorate a job well done.  I’ve established a model for my festivities. After all, there will be 15 of them by the time I get to the end of my journey. I don’t want to be all willy nilly with my celebrations, lest I get out of hand in the name of rejoicing. Willy nilly freestyling is what got me into this mess in the first place. 

For each debt paid, I will allow myself to celebrate by spending an amount of money equal to 1% of the outstanding balance of that debt as of July, 2019. The significance of the July, 2019 date is that that’s the month during which I got very serious about my commitment to pay off debt. The use of a percentage works well because it will allow for larger celebrations as I move along my list of debts. In other words, the celebrations will be commensurate with the debts paid. 

I’m officially converting to celebratorianism.

~ Single Girl

For example, for the payoff of my 2015 IRS bill, I’ll be able to buy something or engage in some kind of activity that costs up to $17; for the pay off of my second student loan, I’ll allow myself up to $868. 

You’ll find my Milestones and Rewards schedule below.

A word about the octopus: you’ll notice that one of my first rewards for the debts I paid off in October is the octopus app. I’m not referring to an app for a mobile device. I’m talking about the best octopus appetizer in all the land! I’m so excited! One of my favorite restaurants serves this Mediterranean-style octopus and I’ve been in love with it since I first had it. To celebrate what I did this month, I plan to get an octopus appetizer (maybe 2), along with this gin and hibiscus martini-style drink that that serve (which is also one of my faves). I haven’t been to this restaurant in several months and the last time I went, I didn’t pay for it. The time before that, I didn’t pay for it, either. So, this will be the first time in a while that I have gotten myself my lovely octopus appetizer. I’m so looking forward to it. I’m also fired up about going to the movies, eating popcorn and having a half blue raspberry, half cherry slushie. 

When you’re making sacrifices and actually being intentional with your money, these “little” things are delightfully exciting. 

How do you celebrate when you pay off a debt?

Filed Under: Good News!, Lifestyle, Low Budget Ballin' Tagged With: Celebrations, Celebratorianism, Debt Payoff

Low-Budget Ballin’ – Getaway Edition

October 27, 2019 by tanya

I’m staying in a nice little hotel suite this weekend.

Audio version of this post, read by the author.

Each year for a weekend in October, I’ve been sent off from my condo to a hotel on someone else’s dime. I look forward to this staycation because I’m a girl who LOVES, LOVES, LOVES hotels – luxury hotels. What I love even more is that I don’t have to pay for the hotel stay. 

My cousin graduated from a nearby college. My condo is walking distance from his alma mater, so he has me choose a hotel on the other end of town (we do that because it’s more reasonably priced) and pays for me to stay in it while he stays in my condo. This allows him to fully immerse himself in his homecoming weekend festivities and not have to worry about renting a car or dealing with traffic getting to and from the events. Plus, my place is located in a neighborhood that has several lounges, restaurants and cigar bars, so it’s a fun and popular area. 

If I’m going to staycate, I’m going to do it in a place that is high-end enough to offer room service and other luxuries. As I told my cousin years ago, I will not be put out of my home to stay in a Comfort Inn or anything else in that class of hotel. He knows what’s up. 

I used to be the queen of staycations. Queen. Once every 4 to 6 months or so, I’d get a room at a 4 or 5-star hotel in the city. It was my way of getting away without going away. Though I was less than 10 miles away from my home, the aim was to get out of my home environment – to break my normal routine. By being in a different space, I could focus my energy in another direction. If I stayed in my house, I’d be inclined to do little things around the house – clean up or sit at my desk and work. I haven’t had a television in my bedroom in 13 years, so being able to lay in bed and watch television is also a small treat that I appreciate.

For some of my staycations, the goal was to relax. Being at a 5-star hotel helps with that because a luxury hotel usually has a full spa with amenities like a swimming pool, sauna, steam room and hot tub. If you get a service – even the smallest of services – at the spa, you can stay and enjoy all of the spa amenities for the entire day. Once done, you have the convenience of going right up to your room.  

Other staycations have purposes rooted in productivity. Several years ago, I designed a staycation model that had a two-fold aim: (1) to allow me to reflect on where I was in life and (2) to help me focus on where I wanted to go, moving forward. So, the first day of the staycation involved me actively journaling and reflecting on what I had done or not done over the prior few months. The second day focused on me dreaming and planning for the future. For a couple of these more purposeful staycations, I didn’t even turn on the television during my stay. 

I learned how to get cheap 5-star stays by using the Priceline.com Hot Deals function. When you’re familiar with the 5-star hotels in your city and in what areas of town they are located (which I was because there aren’t that many of them), you can kinda guess which hotel is the subject of the deal. Believe it or not, by being flexible with my dates, I was able to get 5-star stays for just around $100 per night. It’s hard to get a Hampton Hotel room in any city for that price. 

Though my staycations are now on hold during this debt-free journey, I still do and will stay in hotels occasionally – either for business or for getaways that will be financed by others. My approach to booking rooms these days is different and, instead of using Priceline Hot Deals, I stick with directly booking Marriott brand hotels (especially the ones that used to be under the Starwood umbrella). I’ve learned that by attaining a level of status through these loyalty programs, one’s experience can be enhanced. That’s the reason I ended up getting this nice suite. Through my status as a Marriott Bonvoy member, I get automatic upgrades if a better room is available. When I stayed in a hotel in a neighboring state to get sworn in at court to practice law in that state, I booked a regular room, but ended up in an amazing suite – slightly better than the one in which I’m staying now. I also usually get the benefit of gaining access to the member lounge areas, which provide for complimentary beverages, snacks and breakfast. By having access to these small amenities, I get both the benefit of money savings and convenience. Staying loyal can help with the budget. 

I created a line item in my October budget for food associated with the staycation because I knew that I would be spending money on eating out. This time, the food piece was a little different for me because I’m being so deliberate about my spending. In years past, I would have delighted in going to whatever restaurant I wanted to go to, would have ordered whatever I wanted, and would have just paid for it. This time, I had a budget and was very mindful about the food choices I was making. I made choices that I thought I would enjoy; it just felt very good to go about the process in a way that demonstrated control and money management.

A Getaway to a Cabin

Next weekend, a guy friend of mine is taking me to a cabin. Truth be told, he’s really an ex boyfriend of mine. We’ve known each other since we were children. He had tried to get me to date him for several years and, because of the relationship between his family and mine, I was thoroughly uninterested. When I was in law school, however, I changed my mind and we finally started dating. We dated during the summer before my last year of school and for a little while after I graduated. 

We broke up when he had an extended mantrum (i.e. a tantrum perpetuated by a “grown” man). I’ll have to share the details of that some time in the future. He blames the mantrum on his youth. Unfortunately, it was the beginning of the destruction of our romantic relationship. Despite a couple of attempts to resurrect it, the relationship just has never quite gone back in that direction since. Nonetheless, he’s a good guy and we’ve managed to have a solid friendship over these decades. He claims to not have had a girlfriend since me (and that was over 16 years ago because we dated in our twenties). He’s a good-looking and gentlemanly guy, so despite his unwillingness to enter into a relationship since then, he’s played in plenty of lady goodies. 

We’ve been friends for way more years than we actually dated. It’s an interesting relationship. I step back from our friendship everytime I get into a romantic relationship because no man really wants an ex of his woman hanging around that closely. My friend knows this and I’m very transparent about my priorities. Again, I’ll have to talk more about this in a future post. 

He framed the invitation as a work weekend. That was an exciting proposition for me because, as someone who works for herself, it is necessary to have those focused weekends that are dedicated to getting particular things done. Being able to do it in a relaxing and unusual environment will be a good thing. 

When he asked me to go to the cabins with him, I confirmed with him that he’d want to be in that kind of environment with me, considering the current nature of our relationship. 

“You sure you don’t want to go with someone where . . . you know . . . you know it’ll go down?” I asked.

“Yes, I’m sure.” 

“Why is that?” I’m a curious kind of gal. 

“First of all, I just really enjoy spending time with you. Second, if I go to a cabin with another woman, she’ll be in love with me by the end of the weekend. You won’t.”

He’s right about that. 

I’m really looking forward to going. It will be a chance to work in a very comfortable and relaxing environment. These cabins are well-appointed. The one in which we will be staying is a 2 bedroom, 2.5 bathroom unit with a hot tub, fire pit and pool table. 

I told him – up front – when he made the invitation that I would only make a “small” contribution to the food. Everything else related to this adventure would be entirely on him. If not, I’m fine with staying home. To be fair, he’s not the kind of guy to invite me to such a thing and expect me to contribute anything. But, for some reason, I felt compelled to offer my mini contribution. When I’m feeling led by instinct, I try to follow. So, I’ll contribute a little something – a little something – to the groceries , but my major contribution will be in handling the meal planning and cooking. I’ll make sure that we eat well during the getaway.

A Super Las Vegas Trip

In December, a dear friend of mine is flying me out to Las Vegas to hang out with him. He lives 4,500 miles away and I have only seen him when he has either come to my city (even when I lived on the opposite coast) or when he has come to town within driving distance from me. Despite being able to count on my fingers the number of times I’ve seen him, he is one of my favorite people. 

Being single is an advantage in these situations because I don’t have to reject opportunities on account of a significant other’s feelings.

~ Single Girl

Originally, Las Vegas was not the plan. I expected him to fly into a neighboring state; I was going to drive over there to visit with him and the family. A couple of conversations into the planning, he said, “Lemme just put you on a plane so you don’t have to drive.” Later, it became, “Well, hell, since it’s all about us hanging out, we can really hang out anywhere, as long as it is on my way to see my family and it isn’t in the cold.” 

Soon, we were focused on trying to figure out the city in which we should meet. Houston? Dallas? We landed on Vegas because . . . it’s a fun city. He’s going to send me the money for the airline ticket so that I can book it myself and he’ll handle getting us the two hotel rooms (yes, we really are just friends and have always been just friends). This is another getaway to which I’m really looking forward. I get to hang out with my buddy and we always have a great time together. 

Being single is an advantage in these situations because I don’t have to reject opportunities on account of a significant other’s feelings. Even though I’ve been seeing Mr. Nice For Now, neither of us have expressed a desire to be exclusive so how he might feel about my getaways is a non-factor.  I’m grateful to be able to have these experiences, despite being on my debt free journey. 

Filed Under: Low Budget Ballin', These Dudes (Dating)

Net Worth Statement – Q4 2019

October 25, 2019 by tanya

At the beginning of each quarter throughout this journey, I will share my personal financial statement. It will display my net worth. I’ve never done a personal financial statement and, therefore, have never been aware of my net worth. I’ve known my entire adult life – that it was negative and, I figured, for as long as it was negative, I wouldn’t be particularly concerned with it. 

Audio version of this post, read by the author.

But, things have changed.  Yes, this blog and this journey is focused on debt; but, I’m committed to taking full control of my financial life and being fully aware of my circumstances. Part of that will include keeping track – on an on-going basis – of my overall picture. 

In completing this exercise for the first time, I was actually a little surprised. I thought it would be much worse that it is. Having a home with equity in it makes a significant difference. 

I’m sooooooooo looking forward to the day that I have a zero net worth!

Some notes:

  • The checking accounts amount includes some funds I’ve reserved for sinking funds.
  • The savings accounts amount is my $1,000 “baby emergency fund” (a la Dave Ramsey’s Total Money Makeover), which is accruing interest.
  • I do have life insurance (even though I’m single and do not have children), but it is a term policy, not one with any cash value.
  • The “taxes payable” amount includes the recent taxes I owe to the IRS and to the state for 2018. See The Tsunami Situation – Tax Edition.
Net Worth Statement – Q4 2019

Filed Under: Net Worth Statement

Ikigai – A Reason for Being

October 20, 2019 by tanya

I recently learned about the Japanese concept of Ikigai. It means “a reason for being.” 

Audio version of this post, read by the author.

I learned about this from a very accomplished woman who was doing an interview-style talk with a long-time friend of hers, another very consummate woman. 

The focus of their discussion revolved around what women need to do to not just be invited “to the table,” but to actually set the table – that table being the platform of conversation and subsequent action that addresses issues pertinent to the inclusion and advancement of women. 

A key takeaway from the conversation was that there are, of course, a number of “tables.” At each should sit those who are relevant and who can be helpful in effecting change – change in relation to that particular table. In order to properly set such a table, one would need to be connected to their Ikigai. 

Ikigai: the source of value in one’s life or the things that make one’s life worthwhile.

~ Noriyuki Nakanishi, ‘Ikigai’ in older Japanese people, Osaka University Medical School

I used to get irritated with myself because I didn’t feel particularly committed to any table. What kind of terrible person am I?, I’d think to myself.  What is my “thing”? I don’t have a thing. Other people say that they “live for” X or that something like music, for example, is their heart and soul. What’s mine? What’s my heart and soul? What’s my cause? 

There were causes that I found to be good, well-intended, or somewhat interesting. But I didn’t feel ikigai-style connected to anything. 

Frankly, I don’t care about every cause. Certain things just don’t pull at my heartstrings and I’m not going to pretend that they do because it looks or sounds good. I can acknowledge the value of a range of causes, but I can’t say that I find them all to be productive enough for me to want to allocate any of my time or talents in pursuing them. There are all kinds of people in the world and if we all cared about the same things, there’s a lot that wouldn’t get done – a lot of groups that wouldn’t get attention and a lot of actions (whether small or large) that would go untaken. 

I realize that it’s not that I don’t have a cause or don’t care about other people.  I do have a couple of Ikigai causes that matter to me. I do care about certain things. I care about people realizing their dreams and helping them do that. The demonstration of excellence and seeing someone manifest the fruits of their sacrifice are things that make me cry – literally. Hearing the story of someone who worked . . . and worked . . . and worked in order to see their desired result is something that I truly admire and will gladly support. 

I once heard Oprah say that she likes helping people “who want it.” She doesn’t spend time trying to get people to have a dream or a desire. For those who already have a dream or desire, she likes to help them bring it to fruition. I’m the same way (at my very non-Oprah level). I can’t want it more than you do. But, if you do want it, and I am able to help or inspire you in getting it, then that’s what I’m happy to do. 

My desire is to one day be able to educate and empower people in ways that truly alter their lives. That’s why I am such an advocate for entrepreneurship. I’ve seen how entrepreneurship can help to level a playing field. I come from an immigrant family and business ownership has been very empowering for not just my parents, but many other members of my family and for friends of the family. 

I care about women’s reproductive health, too, because I’ve struggled for years with demon fibroids that have attacked my uterus. I’m always happy to share with others the decisions I’ve made around the treatment of these alien tumors – the money I’ve spent, the procedures I’ve had, and my thoughts around what I would do differently. If I had more time, I’d create a blog, book, series of videos or something just sharing with other women my experience and the knowledge that I’ve gained. 

I also have a heart for felons, though I’m not a felon, nor is anyone who is close to me. I feel for felons (of course, not all, but some) because one decision, or a series of decisions, has paralyzed them for the rest of their lives. It seems that many of them, once out of prison, are struggling to provide for themselves and their families. A felon is disqualified from obtaining certain kinds of professional licenses. Many companies don’t want to hire them, either. They apply for job after job, only to find that their one decision (perhaps the sale of just a little too much weed years ago) cripples their ability to provide. That failure to adequately provide for themselves and their families often leads to decreased self-esteem and the poor decisions that can be attached to that state of being. 

I believe that many, if not most, societal issues are fundamentally linked to a lack of economic wherewithal. Again, entrepreneurship is a way to level the playing field where many people can’t even get into the game. Fighting for low-wage jobs (the kind of jobs that are available to felons) isn’t a good long-term strategy, in my opinion. I’d love to be able to help felons become self-employed and/or own actual business enterprises. I’d do this by assisting them in getting into skilled tradespersons programs and in forming and developing businesses of their own. My legal, business and real estate background would be a valuable resource in that regard. 

Alas, there are only so many hours in a day. 

This debt shit has pervasive consequences.

~ Single Girl

This debt shit has pervasive consequences. It affects a range of life decisions – particularly how one spends their time and money. When your time is limited, there’s only so much of it that can be given away. The same is true when it comes to disposable income. 

Contrary to what I used to say to myself, it’s not that I’m some careless person who has no real fire or interest in anything or anyone. I’m just so consumed by the hole I’m in that I’m not being as generous a person as I’d truly like to be. I can’t work my butt off, take care of myself physically and mentally, maintain relationships, delve deeply into a cause and, somehow, not have some kind of nervous breakdown. I don’t really see how that would work. So some things just won’t get much attention for a while.  I need to get out of this debt so that I can get more into my Ikigai. 

What is your ikigai? What keeps you from pursuing it . . . or pursuing it more? Is it extreme debt? A romantic relationship that is sucking the life out of you? A job that takes up all of your time, but doesn’t align at all with what you want to do with your life? Do you keep saying “yes” to things that aren’t that important to you, while rejecting the things that truly matter?

Filed Under: Lifestyle

Thou Shalt Cook – A Debt-Free Commandment

October 17, 2019 by tanya

(Sigh) I’ve been messin’ up. 

Last week, I made a few mistakes: (1) I didn’t bother to meal plan (2) I went to the grocery store without a list and (3) I didn’t cook the meal I had planned to cook. 

Audio version of this post, read by the author.

The result: I’ve not been eating very healthy and I’ve been buying take-out. Would this be a big deal for most people? Of course not. But, I’m not most people; I’m quite exceptional – exceptionally fighting through the torrential rains of a nightmare storm I’ve created for myself. Translation: I’m too broke to do this type of stuff. 

Up to this point, I was doing so well. For over 3 months, I was consistently setting aside time every week to figure out what I’d cook to eat over the upcoming 6 days. With a budget of $25 per week for groceries, one has to make plans, think things through and prepare a list. After having prepared, I’d go to the stores I needed to go to with my Out of Milk App at the ready, and would purchase the items I needed. Even with my small food budget, I still ended up going to multiple grocery stores. Unfortunately, one place doesn’t have everything I need at prices that make sense. 

I was sure to set aside time to cook and store meals that I could quickly put together during my usually busy week. I always made a huge salad. Throughout the week, I’d take a little bit of it out of the big bowl, put it in a smaller bowl, add the dressing, then toss and serve. I also prepared two meals that could warm well in the microwave. Lastly, I’d put together a small snacky kind of item – something I could grab a little bit of when I just wanted to nibble on something. Usually, this is tuna. I can just spoon a little bit of it out of a container and have it in between meals. 

My shopping list primarily consisted of vegetables, beans and some form of turkey. As I’ve said before, I have a very limited diet. I’m gluten free and dairy free. When it comes to animal-based proteins, I only consume seafood and turkey. (People often ask me why I eat this way. I’ll explain in an upcoming post.) Prior to getting serious about becoming debt free, I usually ate seafood and rarely ate turkey. Remember, I was the queen of the white tablecloth restaurants. When I sought to be frugal or to cut back on spending, I’d buy fresh salmon, shrimp and crab legs from the grocery store. Those days are over. Aside from canned tuna or salmon, I have eliminated seafood from my grocery list completely. It’s much too expensive. Turkey is cheaper and goes much further in a range of different dishes during the week. 

So, last week, on the heels of what had been a super busy prior few weeks, I decided I’d just go pick up some stuff from one grocery store – a store that I’d been meaning to visit. I didn’t feel like meal planning. I didn’t have any food in the fridge and I knew I’d need something soon. 

The plan was to go into the store and buy the stuff I usually buy – vegetables for salad, turkey, maybe some beans, maybe some tuna. I don’t need a list for that, I reasoned. I know what I usually get. 

MIstake. Mistake. Mistake. What did I end up buying? Oh, let me show you. 

  • Gluten-free bread ($4.99!)
  • Strawberry fruit spread ($3.79)
  • Cotton Candy grapes (these grapes, which really do taste like cotton candy, are the best grapes in all the land, but I had no business buying them because they are $3.99 per pound)
  • Dairy-free yogurt (2 at $1.59 per cup)
  • French vanilla granola (a ¼ pound at $5.49 per pound)

A bought a couple of other small things but the items above were the ones that should not have happened. The grand total for this grocery store visit was $24.84. 

That’s not a bad total. Frankly, my foray into No Shopping List Land wouldn’t have been that big of a deal if I had just done what I told myself I would do – cook a meal, using what I had in the freezer and in my pantry. That would subsidize the stuff that I bought from the store. Did I do it? Nope. 

As the weekend progressed, I couldn’t convince myself to cook. I didn’t feel like it. I told myself that I’d just have to eat peanut butter and strawberry fruit spread sandwiches all week (which is something I don’t normally do because I don’t usually have gluten-free bread in the house). The problem is that there weren’t enough slices in the gluten free loaf that I bought to feed me for a week. 

Instead of cooking, I went on a lovely date with Mr. Nice For Now and spent the majority of the rest of the weekend working. I kept telling myself that I should go ahead and cook the rice and spinach that I’d need to eat throughout the week because the turkey was already gone and the loaf of bread would be gone soon, too. The yogurt and granola were almost gone as well. 

My desire to cook during the week continued to wane. So what did Single Girl do? I justified making stops for food at quick service restaurants here and there throughout the week. I say that I “justified” it because I was in a position to buy the prepared food without, technically, breaking my October budget. I had some funds in a separate account that were surplus funds for the times that I didn’t spend all of my allocated pocket change for the month or had not fully spent the funds allocated for a different discretionary item. There was a little bit of money sitting in that account, so that’s what I used to support my fall off the wagon.

I’ve been reminded that, in order to succeed on this journey, one has to be diligent in staying focused, in following routines, and in developing habits. I fell off the wagon and I’m feeling the consequences of that. 

I’ve learned 4 key lessons: 

1. Cooking Is Not Optional

For where my life is right now and what I’m working on, I don’t have the option to not cook. I cannot use busyness as an excuse; I cannot use work as an excuse. It needs to be a permanent part of my lifestyle. It seems that I’ll need to start being a bit more creative in what I cook so that I feel like I’m getting a little bit of variety. But, not doing it at all just isn’t a step that I can take. 

There must always be something in the fridge or on hand that I can put together quickly, so I that I don’t feel inclined to just pick up something while I’m out. With my diet, I can’t eat cheap, quick things like dry Ramen or regular bread, so I’ve got to be intentional about having meals and snacks on hand for those times that I’m feeling tired or pressed for time. 

I’ve also got to remain prepared with foods that I can take with me when I won’t be at home working. What I typically do is put some tuna in a glass container, along with a couple of ice packs in my lady-style lunch bag. I take that with me when I’ll be moving around. Even that takes planning and preparation. 

2. Keeping A Routine Is Essential

My falling off the wagon isn’t my biggest concern. Staying off of the wagon, however, is. As James Clear says in his book Atomic Habits, imperfection is inevitable; the key is to get back on track as soon as possible.

The first mistake is never the one that ruins you. It is the spiral of repeated mistakes that follows. Missing once is an accident. Missing twice is the start of a new habit.

~ James Clear, Atomic Habits

I’ve got a long debt repayment road ahead of me, so I must routinize money-saving activities. Since having food to eat is a multi-step process (meal planning, grocery shopping and meal preparation), I have to make sure that I have a routine – a strong set of habits – around each of the steps involved.

3. Allocation of (and Commitment to) Making Time Is Necessary

I’m literally, going to start blocking off time on my calendar for the activities surrounding my meals. Otherwise, I’ll let other things seep into the time I need to get this stuff done. It wasn’t that hard for me to fall back into old habits because living this way is still fairly new to me. With every week being different, I’ll probably designate certain days for certain activities, giving myself some flexibility on the time of day that I will do each item. For example, prior to my tumble from the wagon, I did my meal planning on Thursdays, my shopping on Fridays and my cooking on either Saturday or Sunday. When my most recent tennis season started, much of my Sunday afternoons became occupied with tennis matches. So, perhaps my cooking day will be Saturdays, when I have Sunday matches and Sundays when I don’t. 

If I were trying harder to meet men, I’d do my shopping on a weekday evening, right around the time that the fellas get off work and are in the store picking up their dinner. They’re usually in the deli area or near the hot foods bar. I’ve been going to the stores on Friday afternoons and evenings because I like being in the store when there aren’t as many people around. And, I hadn’t been all that pressed to meet any one. I’m thinking that I’ll change my program soon; I’m starting to feel a greater desire to meet more people. I’ll probably change my shopping day to a day and at a time when I might be more inclined to see something I want to see. :0)

4. I’ve Got to Streamline the Process

I like the Out of Milk app that I’ve been using and will continue to use it for my shopping list and for the tracking of the costs of different grocery and household items. I feel that there’s room in other areas of the process to streamline and make it more efficient – especially during those super busy times and when I don’t feel like doing the work. One way to do that might be to focus on making more crockpot dishes. Given the time of year, stews, chilis and soups would be a great meal choice. 

My Recommitment 

Even though I didn’t, technically, break the budget, I spent more money than I needed to. What’s worse is that I didn’t even really enjoy my shenanigans. I didn’t have that much money to spend, so I had to go with low-cost, quick food that I don’t even particularly like. Chipotle isn’t bad; it’s just not my preference.

Plus, I want to be deliberate in the choices that I make. So, if I’m going to have a freestyle kind of week, I want to have made the active choice to do that, without feeling any reservations or guilt. 

Will this one week of freestyle foolishness be highly destructive? No, of course not. If I were to continue on this pattern, would it sabotage my aims? Absolutely. I’m committing to getting back on track.

Filed Under: Setbacks Tagged With: Budgeting, Food

A $14,000 Windfall!

October 13, 2019 by tanya

YYYYYAAAAAAYYYYYY!

One of my side hustles is real estate sales. I first got my license years ago just after I took the bar exam. Since I was already in test mode, I figured that I should go ahead and get it done. After the beast known as the bar exam, the real estate licensing course and exam wouldn’t be too big of a deal.  I had recently began my career as a real estate attorney, and I thought it made sense to get the license. My former boss at a previous firm (a firm where I was a paralegal), an attorney who had been practicing for decades, once told me that he had often felt like he should get a sales license because he saw many deals in which commission dollars were being “left on the table.” So, I went ahead and got the license. 


Audio version of this blog post, ready by the author.

Real estate, one of my side hustles.

Right after I got my license, I purchased my condo. As a licensed agent, I was able to collect the commission on the buyer side of my own deal. In the end, I ended up walking away from my closing  with a few thousand dollars in my pocket.  

Then, I proceeded to do nothing with the license for years. Since I wasn’t doing anything with it, I figured it best to let it lapse. That was until around this time last year. 

As I began to come to terms with the gravity of my financial situation, I thought that getting the license again would be a really good idea. This time, however, I would use it. I needed a way to supplement my law firm income. And I needed a way that could, potentially, produce some windfalls – big chunks of money at one time. 

Speaking of big chunks of money . . . I just got my first commission on a sale listing! 

~ Single Girl

Speaking of big chunks of money . . . I just got my first commission on a sale listing! 

I sold a strip shopping center on behalf of a client. Here’s the breakdown of the money. 

  • Sales Price: $1,700,000
  • Commission Rate: 2.5%
  • Commission Split with Broker: 70% (me)/30% (them)
  • Other Fee to Broker: 6%
  • Commission Split with Other Agent: 50%.

A couple of things to note:

(1) Commission Rate: In a commercial transaction, the commission rate is usually higher than that in a residential real estate transaction. In a residential transaction, the rate is around 3% per side. The commercial rate usually ranges between 3.5% to 5% per side. I made the mistake of agreeing to cut the commission on account of the size of the deal and the fact that the seller wasn’t going to make much on the transaction. The seller was in a bad financial situation with their business and were desperate to sell quickly. Lesson learned. I will not cut my commission in the future. This was also an unusual deal because the buyer agreed to pay their own agent’s commission. Typically, the seller pays the commission for both sides of the deal.

(2) Commission Split With Other Agent: At the time I received the listing, I was overwhelmed with business travel and a couple of speaking engagements. The client was very high maintenance and, as I mentioned, desperate to sell quickly. In order to get the property listed swiftly, I needed help from another agent who could take action promptly and handle the initial research and other work that needs to be done upfront to get a commercial property listed.

Here’s the breakdown of the money in dollars:

Commission breakdown in dollars.

You never know whether a deal will actually close. When it comes to income, it isn’t . . . until it is. In other words, I try not to count the money until the wires have been sent or the checks have cleared the bank. That said, I didn’t include these funds in my October budget. I’m handling these funds completely separately. 

My business and life coach suggested that I allocate the funds according to percentages and to do it prior to actually having the money in hand – at a time when there’s no itch to spend the money because I see it in the account. I thought through the various parts of my life that need to be handled, then allocated a certain percentage of the funds to the different categories. This will allow me to address certain parts of my life that need attention, but will still allow me to tackle my highest priority – my debt. By using some of the money for sinking funds, I’ll be able to stop allocating money on a monthly basis for such purposes. For example, for clothing and car repairs I’ve been allocating $50 to each category every month in my budget. By funding these accounts with lump sums, I can refrain from funding those accounts over the next few months and focus on my debt snowball. 

Overall, by handling the money this way, I feel like I am covering a lot of ground. From an emotional perspective, I see that I am making headway by paying off some debts, but am also managing my needs in a responsible way.

The one thing I know for sure is that I want to pay off the taxes that I owe for 2018. After that, I like the idea of using the percentage allocation model. 

Here’s how the money will be spent:

Amount available after high-priority items are paid.
  • 55% ($3,569) – other debt, in addition to the 2018 taxes
  • 10% ($649) – Health (e.g., eye exam, contact lenses; maybe eyeglasses)
  • 10% ($649) – Personal care and clothing sinking fund
  • 10% ($649) – Home repairs
  • 10% ($649) – Miscellaneous
  • 5% ($324) – Car care sinking fund

I didn’t set aside any of these funds for the payment of taxes – not because I didn’t learn the lesson from my recent tax debacle (see The Tsunami Situation – Tax Edition). When I checked the amount of taxes I’ve paid this year through payroll I found that I’ve already paid close to what I owed for last year’s taxes, even though my adjusted gross income this year may be a little lower than last year’s income. I’ve been making additional tax payments through payroll (i.e., an extra $150 per payroll check).

The reason I didn’t allocate more funds for home repairs for the special assessment that I’m expecting from my HOA (see Homeownership: A Speed Bump on My Debt Free Journey) is because I was told by the HOA treasurer that this likely won’t happen until 2020. I’m thinking that I can cash flow it, once the HOA details the payment structure for the assessment.

I’m grateful that this deal closed and that I’m in the position to pay off some things and fund some accounts. I’m also hopeful for additional side hustle income. I’m really going to need it!

Filed Under: Good News!, Side Hustlin' Tagged With: real estate, Side Hustles, Windfalls

7 Smart Ways Single Debt Slayers Can Socialize

October 11, 2019 by tanya

I’ve listened to The Dave Ramsey Show for many years. Though, I didn’t do what he teaches back then, I still liked hearing the financial stories and circumstances of others. I struggled with how to reconcile Dave’s “you can have no lifestyle until you get out of debt” position with the fact that I was neither married nor cohabitating with someone else. 


Audio version of this blog post, read by the author.

Dave Ramsey just doesn’t understand. For single people, it’s just different.

~ Single Girl

“Cut your lifestyle to ZERO,” Dave says, “All you’ll do is work. You can’t do nuthin’! You won’t even see the inside of a restaurant unless you’re working there.” I didn’t think that I could do nothing and go nowhere without ending up single for the fiftyleven years it would take for me to get out of debt. Of course, I was aware that I was in debt and that not being in debt would be ideal, but if I did nothing but work and stay in my condo, what would my life look like at the end of the journey? Dave had Sharon during his climb out of financial purgatory and many of the people on his show also have in-house companions. I don’t. 

(By the way, until I’m married, I’m still single. Even when I’m in an amazing relationship, until rings are on fingers and vows are exchanged, I . . . am . . .  single.) 

This mindset kept me from believing that I could ever fully commit to a hard-core debt elimination strategy unless I was willing to be a complete recluse. Dave just doesn’t understand, I reasoned. For single people, it’s just different. 

When the need for something becomes imperative, you are forced to find ways of getting or achieving it.

~ Oxford Dictionary, defining the proverb “necessity is the mother of invention.”

Since I am now deeper in debt that I have ever been before, I’m faced with the necessity to figure out how to reconcile the demands of single dating life with my goal of getting out of extreme debt. Being a single debt slayer, I (1) don’t have a ready-made companion and (2)  need a social life that is very low-cost. I have no choice but to figure out how to do this. I realize that, in thinking that I either needed to continue as I was or spend all of my time working and at home, I was being too closed-minded and not creative enough. Those days are over. Now I think more strategically about this. I’m committed to having some semblance of a social life while getting out of my tsunami situation. Below are the ideas I’ve been exploring and some suggestions I’d like to share.

(1) Volunteer

We debt slayers are getting our hustle on, so we work. We work a lot. That doesn’t mean that we can’t designate some time to give of our talents for the greater good. If there is a group of people that you’d like to be around, consider volunteering to work for their organization. 

Find a way to give and be around other people you like.

If you like theater, for example, there are theaters that allow people to volunteer as ushers. There are foundations, companies, civic and professional organizations that hold events in your city. Their large-scale events, in particular, require a huge number of staff and volunteer support. If you’d like to attend the event and be around those who are there, consider donating some of your time.  Yes, you’ll, technically, be “working” but you’ll also meet a bunch of people and you’ll get the chance to see the show you want to see. 

Ladies, male-oriented organizations have events (e.g., golf tournaments, fundraisers, scholarship programs). If you have a desire to be around well-heeled men who care about their community, but you don’t want to pay the cost of their high-priced event tickets, volunteer to work at an event. 

When I was in college, I heard Sister Souljah on the radio saying that she had been tasked by P. Diddy (known as Puff Daddy at the time) to run his non-profit organization, Daddy’s House Social Programs. After hearing the interview, I reached out and asked if she needed any help. I soon became a volunteer for Diddy’s non-profit. Later, because Sister Souljah also ran a summer camp for kids sponsored by Lauryn Hill of the Fugees, I became a camp counselor for that. And that was a very well-paying gig! Here, my volunteer effort turned into cash.  

SIDE NOTE: If you’re wondering, yes, I did see Diddy. I didn’t formally meet him, but he came into the kitchen at one of the holiday functions – a Thanksgiving event to feed the homeless and hungry. He paraded through the very hot kitchen with a whole, entire, complete, comprehensive full-length fur coat ensemble – coat and hat to match. My friend, who was also volunteering, and I looked at each other confused. Who goes strollin’ around a blazin’ hot industrial kitchen in a fur coat and hat?! I think Diddy is smart and savvy, don’t get me wrong. The music he created is much of the soundtrack of some very cherished years of my life. But, my friend and I laughed about his fur coat parade for years. When writing this post, I reached out to her to confirm that my recollection of the facts was correct.  

“Did Diddy rock a fur hat with his coat that time he came up in the kitchen?” I asked. 

“Yes! His mama had one too!” 

Did Diddy rock a fur hat with his coat that time he came up in the kitchen?

~ Single Girl

Rappers Ma$e, Lil’ Cease and the late Notorious B.I.G. were among the artists who appeared that day at the event. I thought Ma$e was such a cutie pie; I made sure to put a little extra turkey and gravy on his plate when I served him. 

(2) Side Hustle, Strategically

Instead of delivering pizzas or Uber eats, consider doing a side hustle in an environment in which you’d actually like to be. I’ve been a server in the past.  I have no desire to do that again as a side hustle (and, frankly, low-paying law-related hustles pay better and offer better hours), but if I needed to do a service-related kind of hustle like that right now, I’d be very strategic about it. I wouldn’t serve at just any restaurant that would give me a job. I’d serve at a high-end restaurant where (1) the managers and owners would likely value my professionalism and customer service and (2) where the higher meal tickets would likely yield higher tips. 

Likewise, I wouldn’t be a valet at just any restaurant. I’d valet at a high-end night club, a hotel or even a night club (i.e., places where people are likely to want me to be delicate with their expensive car or, in the case of the hotel, might be there on someone else’s dime for business and will be more free with the tips). 

Do you like sports and concerts? Wanna be in the middle of the action? Consider getting an evening and weekend gig at a local arena. If you’ve ever been to a professional sporting event, you see a slew of people around the field and court. Those people are getting an amazing view of the game and the players, while getting paid. They’re also getting the chance to rub shoulders with the people who have paid to be in those expensive seats.

Being strategic in your choice of side hustles can not only get you paid, but also get you exposed to some cool people.

(3) Get Your Worship On

In other words, go to church, a synagogue or some other place that people go to be spiritually fed. It’s free. Plus, it’s designed for attendees to actually get something out of it. I’m not saying that you’ll, necessarily, get something out of it, but . . . you’re supposed to. In any case, depending on the size of the worship center you attend, there will be a slew of people there. 

If I was a man, looking for a woman, I’d be all up in the church. There are so many single women in churches! 

Ok. Clearly, this image comes from the annual Men’s Conference. But, I think you get the point.

Though I do tithe, I don’t actually go into the church to do it. I want God in my life, and take the active step of tithing to demonstrate that I want Him to be a part of my financial life. I’m still in the process of coaxing myself back to church attendance. I used to attend religiously, but stopped going consistently about 6 years ago. I will go back to church . . . I will go back to church, I say to myself. I just haven’t showed up yet.

(4) Get Healthy and Fit

One could argue that a person should be in better shape when on a debt-free journey. Of course, most of a debt slayer’s time should be spent working a main hustle and side hustles. While in a scaled-back lifestyle, there are a lot of things that a debt slayer probably doesn’t have in the budget – the kinds of things that tend to make people gain weight. Processed foods, alcohol, restaurant meals, going out for expensive drinks and meals probably shouldn’t be very prevalent in the budget. Theoretically, a debt slayer should be eating pretty healthily because he or she is cooking their own meals.  

By not going out as much, that leaves the debt slayer with time to exercise. For debt slayers who live in large apartment or condo complexes, a workout center probably can be found in the complex. For those who don’t have that luxury, and have maintained a gym membership, now would be a great time to wear the heck out of that membership. Though some people are extremely focused and intense while working out, some others are a little more friendly and open. You might find someone willing to being an accountability/workout partner. Or, since they are interested in being fit, they might prefer to just go for a walk, instead of going out for drinks. 

For those of us (like me) who don’t have a workout room or gym membership, this is a good time to do more jogging and engage in other physical activity. In fact, I met a guy I used to date while walking around the park that is near my condo. 

I play tennis and have done so for several years now. I play on 3 teams throughout the year – two women’s teams and one mixed doubles team. The teams have alternating seasons, with a little bit of overlap. As of late, I’ve also decided to start playing “flex” tennis, which allows individuals around the city to play one another based on their own schedules. Unlike team play – where practices and matches are on specific days and at specific times, flex play gives you several days and weeks on which matches can be scheduled. 

Physical activity offers social and health benefits.

Playing team or flex tennis isn’t free. But it is a great way to combine physical activity with the social aspect that comes with team play, without paying the cost of a monthly gym membership. When playing flex, I get the chance to meet different women throughout the city. To play on my women’s teams, I pay $70 to $100 per season in dues. I usually play 3 seasons per year. The dues for the mixed doubles team is $25 per season. I may play 1 to 2 seasons per year. A flex season registration is either $25 or $35. I’ve only recently started playing flex again and have only played 1 season in the last several years. 

I’m in the process of determining what my debt free journey fitness solution will be in the upcoming months and in 2020.  As I write, I realize that I may need to make a cut or two on my paid-for play and find a tennis meet-up that doesn’t cost any money. When I moved back to my condo late last year, I got a gym membership because I no longer had the benefit of the fancy gym that I had at my apartment. But, when I got super serious about my debt free journey around the middle part of the year, I terminated my membership. I figured that I would have to first prove to myself a renewed commitment to my fitness before I’d be willing to spend any more money on a gym membership that I wasn’t really using. That would mean that I’d need to consistently work out, using the resources I already had. I could get on a running regimen. I could do squats and lunges in my parking lot. I could use the small set of free weights that I already have. I’d have to do something and be very consistent about it. Not until after, over a period of months, I was back to being consistent, would I even consider any form of monthly or repeated payment for fitness-related services.

(5) Maximize Existing Social Networks

Do you know how many people I’m linked to on LinkedIn that I haven’t bothered to get to know? If I don’t go to a networking event for the next 5 years, I could still build amazing relationships with the people to whom I’m already connected. Just this week, I had a “let me get to know you” call with a LinkedIn connection who thought that we’d benefit from getting to learn more about what each of us does professionally. There are a number of talented and interesting people – with whom I already have a connection of sorts – that I could call, email or try to get to know. I’m sure you have a bunch of those people, too.

(6) Take Full Advantage of Memberships

This suggestion piggybacks on the last one. If you already have a membership to any kind of group or club, use your debt free journey as a chance to actually engage with the people who are part of the group. This includes social groups, professional associations, civic groups, and religious groups. If the organization has a monthly membership meeting, one way to be social and meet people would be to actual show up to the meeting. Since you’ve already paid your membership fee, your entry to the meeting is probably included in the membership. 

If you aren’t already a member of any organizations, there are groups you can easily join through platforms like MeetUp.com. That site contains groups for any kind of affinity that tickles your fancy. Like cats? There’s probably a cat group. Like books? There are a ton of book clubs. Like Star Wars, Comicon and that kind of stuff? There are groups for that, too. There are even groups for those who want to live debt free! To join these groups is at a minimal or very low cost.

Get out and meet some people for free!

My law firm is housed in a local business club/co-working space. The space offers a range of programming – many of which is free for members to attend. Some of the programming includes entrepreneurship panels, happy hours, tax preparation seminars and dance parties. To the extent that I want to meet new people or get some interesting content, the club provides a number of opportunities. Since my company is paying for it (and it is much cheaper than traditional office space), I should take full advantage of it. Perhaps your company (even if you don’t own the company) provides similar opportunities of which you are not taking full advantage.

(7) Expose Yourself While Working

Use your work time as an opportunity to be out and be seen. Many of us these days are peddling information and services that don’t require us to be in any particular place while doing our work. For example, if one of your side hustles is freelancing on Upwork or building a Shopify store, you’re in the position to work from anywhere that has good wifi. Is there a sexy coffee shop around that also sells beer and wine? Or, is there a place that has tables, but also a loungey kind of feel? What I’m getting at here is the possibility of finding a place that you like, that fits your personality and is low-cost or no cost. Starbucks isn’t the only game in town. Is there a place that’s got a cool vibe that resonates with you and the kind of people with whom you’d like to socialize? What about a park or one of these new restaurant incubators that have food court-like central areas?

I know that some in the debt free community advocate going to the library. This debt slayer does not so advocate. My approach to the library is to check out the materials I want and get up out of there. I say this because, in a major city like mine, the library is a place where vagrants and homeless people post up for hours on end. The last time I was in a library, a man watched me intently, until he gathered the courage to talk to me. He chatted with me about how much he liked the library and the topics that he liked to study. He was notably articulate and clearly took his studies seriously. This was obvious when he said something along the lines of,  “See? We indigent people aren’t that bad.” Then he proceeded to ask me for my number so that he could take me to out some time. 

Indigent? Indigent?!

Indigent [in-di-juhnt]: lacking food, clothing and other necessities of life because of poverty; needy; poor; impoverished.

~ Dictionary.com

I was pleasant and respectful to the guy with whatever reason I gave him for why I wouldn’t give him my number. I’d be lying if I said that various thoughts weren’t going through my mind. What?! Do I strike you as a woman who would be interested in being romantically linked to an indigent? What am I wearing? Jesus Christ, my vibration must be low. I need to meditate. 

I empathise with those who are impoverished, and my aim in getting myself financially free is to be able to do more to help those who are in need. With my financial situation, I’m about one bad month from being indigent my damn self. But do I want to date a destitute dude, though? No, sir! Not even a little bit. Note that this library was in that fancy, high-end neighborhood in which I lived last year. So, this happened in the library behind the building of my $1,850 per month, 1 bedroom apartment. Another time I was at a library in the suburbs and a random woman tried to open my passenger side door, while I was sitting in the car! Needless to say, I’m not about that library life. 

Long story short: your debt free journey might be a great opportunity to explore different parts of your city and uncover the hidden gems that are right under your nose.

Look. Full Disclosure. In this post, I’ve written about things that I need to work on myself. As I continue to get accustomed to my debt-free journey non-lifestyle, there are adjustments that I need to make. I need to build new habits and new routines that keep me from being on the Howard Hughes solitude program, while not breaking the budget. Plus, maximizing my exposure may help me manifest Mr. Vortexy Next Dude (see The Manscape). I’m still working through how to balance my high-intensity work life with some time for self-care, fitness and social connections. My focus, above all,  is in getting out of debt. That process involves the reduction of expenses (which can only be cut so far) and the increase of income. But, as I’ve stated before, I don’t want to get to the end of this journey with no debt, AND no friends and no man. There needs to be some strategy involved with this – for the sake of both time and money. 

Filed Under: Lifestyle

The Tsunami Situation – Tax Edition

October 5, 2019 by tanya

Houston, we have a tax problem. 

The tax filing extension deadline was September 15 for S-corporations (and LLCs that have elected S-corporation tax status). As a business owner, my personal taxes are integrally related to my business taxes, so we handle all of the returns at the same time. On September 14,  my accountant informed me that I’m looking at yet another personal tax bill. 


Audio version of this blog post, read by the author.

My 2018 outstanding tax obligation is: $3,238 to the IRS and $2,819 to the state.

Shit.

Since 2014, a couple of years into my entrepreneurial journey, I have always had a tax bill at filing time – a bill that I never had the resources to pay in one lump sum. Every year,  I’ve found myself on some payment plan – usually with both the IRS and the state. 

Apparently, 2018 is no different. 

W-2 “Employee” Income

A few years ago, my accountant and I discussed potential ways to remedy my consistent tax problem. I filed with the IRS the election to have the business taxed as an S-corporation. The business is registered as a limited liability company (LLC). Single-member LLCs will, by default, be treated entirely as pass-through (disregarded)  entities for tax purposes, or can, alternatively, elect to be taxed as an S-corporation by filing IRS Form 2553. 

S-corp tax status offers the benefit of reducing the amount of the owner’s income that is subject to the self-employment tax. The owner of an entity taxed as an S-corp is deemed to be an employee of the company (and is supposed to pay him or herself reasonable compensation) and only the wages paid to the owner/employee are subject to the FICA tax.  The FICA tax funds Social Security and Medicare. By being an employee, the business owner treats themselves as a true W-2 employee, including doing the payroll deductions that go along with employee compensation. In addition to the W-2 wages, a business owner can also receive distributions from the business. The distributions, generally, are not subject to FICA taxes.  This allows a business owner to reduce his or her FICA tax obligation while still complying with the law. An owner of a business taxed as an S-corp is likely to pay themselves W-2 wages and take money out of the business in the form of distributions. 

Setting myself up on payroll was something that I hoped would put some structure around the freestyle nature by which I had been handling income I was paying to myself out of the business. As an employee, I’d have to pay myself reasonable compensation. With the W-2 status, I would be paying taxes out of each check I received from the business. That would mean that I’d be paying taxes throughout the year, instead of leaving the payment to tax time – when I was not likely to have the money to cover the whole obligation. 

Oh, how I thought I had figured it out this year because, in 2018, I paid taxes consistently through the compensation I paid myself through the payroll service I’ve set up for the business.

Side Hustle Income – The Challenge Is Real

Though I did better than in years past, I didn’t do well enough. I thought that the money I paid through my W-2 income would cover any additional taxes that I might owe from other income. It was wishful thinking because, frankly, I didn’t do the math. 

In 2018, I had some significant side hustle income. I taught a course on a national platform and earned just over $21,000 for the 9 months during which I taught the program. I also earned just under $8,000 in businesses with my attorney colleague (yes, the one I mention in my post titled  I Used to Have A Job). 

I didn’t reserve any funds out of these payments for taxes. Of course, I know, as do most self-employed persons, that I should set aside some funds when I earn the money so that I don’t get jammed up later. You would think that, after owing outstanding taxes every year since 2014, that I would have changed my program and developed the discipline to stop this crazy cycle. 

Well, we often know what to do, but don’t go about doing it. That’s why people are fat, broke and baby mamas and baby daddies several times over. Because I was so disorganized and wasn’t paying close enough attention to my finances, I felt that I needed all of the side hustle money that was coming in. I needed it to live. To pay bills. I figured that I’d just have to deal with the consequences later. Hence, I find myself here – yet again – facing a tax bill of several thousands of dollars. 

This is a pervasive problem among business owners and people who are self-employed. I have colleagues who either don’t pay themselves as a W-2 employee of their company (even though they are supposed to) or don’t make the quarterly estimated tax payments that are supposed to be made by the self-employed. The quarterly estimated payments requirement includes all contractors and others who get paid 1099 income, like real estate agents, financial advisors, insurance sales folks and the like. A former client of mine operates a business bringing in several millions of dollars annually, and avoided paying taxes for years because the bill surpassed the $300,000 mark. He knew that he’d have to pay it, eventually, but he struggled for a while to prepare himself to have to write such a hefty check. He had allowed the problem to become too severe. So many others do, as well. I’m not talking about the tax evaders à la Lauryn Hill, Pete Rose, Wesley Snipes and Mike “The Situation” Sorrentino. I’m talking about people, like myself, who are so wrapped up in living from day-to-day that they neglect to exercise the financial discipline that they should. 

There’s a reason the IRS requires employers to withhold funds from employee wages; without that requirement, many, many people would not have the discipline to pay their taxes in a timely fashion.

Separate Tax Snowball

In my debt repayment journey, I’m employing the debt snowball method. The debt snowball method, as opposed to the debt avalanche method, has a debtor focus on the repayment of debts that have the lowest balance, as opposed to those that have the highest interest rates. Once the debt with the lowest balance is paid off, the minimum payment for that debt gets added to the minimum payment for the next debt in line – the debt with the next lowest balance. 

For me, the debt snowball method is the better choice, simply because my journey is likely to be long. I’ve got over $300,000 of debt to tackle! I need to see some results that will help me want to continue on the journey. By getting rid of some small debts first, I’ll have the little wins along the way that will help me feel like I’m actually making some progress. 

With the way my payment plan with the IRS is set up, it doesn’t fit cleanly into the traditional debt snowball format. Each month, I pay the IRS a lump sum of $550. Unlike credit card debt, each IRS debt year does not have a minimum payment. Instead, I just have one minimum payment (the $550) that goes toward the payment of my overall tax debt. The IRS applies the entire payment to the oldest tax year’s debt. Here’s how my tax balances look today, not accounting for the new 2018 taxes owed. 

Taxes balances as of the end of September.

Right now, the entire $550 monthly payment goes only toward the reduction of the 2015 balance, while the 2016 and 2017 balances continue to go up on account of interest (and probably some penalties as well). 

When I finish paying off the 2015 bill, the $550 payment will then start to go toward the 2016 bill, while the 2017 balance will continue to increase. Each month, the increase in the 2016 and 2017 bills goes up. For example, between the months  of July and August, the balances increased by $55.25 and $58.29, respectively. Then, between the months of August and September, the balances increased by $62.10 and $65.29, respectively.

Even though the next lowest balance  in my debt snowball – after paying off the IRS 2016 balance – would be the debt to my mom for the plane ticket, the $550 payment will go to the other IRS bill instead of the next debt up in my snowball. For that reason, I treat the IRS debt as if it has its own, separate snowball. 

Dave Ramsey would say that all of the tax debt should be at the front of my debt snowball, even though the balances aren’t the lowest balances for all my debt. His position is, basically, that it is best not to mess with the IRS and to get them repaid as soon as possible. According to him, they should be an exception to the normal debt snowball rule that debts should be paid off in order of the lowest balance to the highest. 

According to me, however, I need to feel like I’m making progress. I can’t be buried in these payments to the IRS and not feel like I’m making any traction. From a purely financial perspective, I get what Dave is saying. From an emotional perspective, I need to do what I gotta do to stay motivated and intense about this. I’ve got to pay some little debts off while making the payments to the IRS under my payment plan.

Knowing Better and Doing Better

I am determined that I will conquer this in 2020 and that 2019 will be the last year for which I will be unprepared to pay all of the taxes I owe at tax filing time. 

I’m also thinking that while I continue to make the $550 payment, I should make small payments on each of the other years so that the balances don’t continue to increase. 

What do you think about that? Should I stick with a focus on the one payment (just 2015), or start making the additional payments to the later years, while paying on the oldest year?

Filed Under: The Tsunami Situation (Debt Report) Tagged With: Debt Snowball, Side Hustles, Taxes

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