That Time Losing $50000 Left Me Better Off

I walked away from a deal that meant losing $50000 over three years’ time. It wouldn’t have required me to work extra hours or join any sketchy cult/server/multi-level marketing biz, either. Nabbing that moolah would have put my net worth at roughly $290,000 as of the time of this writing. That’s a whole lot of cash I could’ve put to good use and do not currently have.

The irony of losing out on $50000 isn’t lost on me. No person in their right mind – let alone an award-nominated finance blogger – would say no to that! Right?

Well… it depends. Losing a $50000 deal sounds outrageously sucky on the surface; it doesn’t exactly leave me feeling warm and fuzzy. However, losing out on that $50000 ultimately meant my life was more quiet, peaceful, cleaner, healthier, and easier. Who knows, losing out may have even saved me from a fiery death or horrific disease! We don’t know that for sure so you can’t argue with me on the dramatics.

Now as for the deal itself, I actually doubt most of you would have chose differently. The question of how-I’m-fine-with-losing $50000 becomes clear with a simple would-you-rather question:

Dearest reader,

Would you rather:

Live in a 6’x8’ bedroom with no heat, A/C, or considerate housemates for three years, OR

Lose fifty thousand dollars?

Yep, that was the deal I walked away from. Or, more specifically, I walked away from the room I rented all of my senior year of college. It was a three bedroom apartment that we had turned into six bedrooms, because none of us were willing and/or able to pay the much higher Boston rental prices elsewhere. My room was originally a storage space I managed to shove a twin bed into. A couple took over the living room, which made Bedroom #5. An enclosed porch looking out to the street served as Bedroom #6, making our home host to roughly seven people sharing a bare kitchen and bathroom.

Did I mention none of us were considerate? I’m including myself in this because I spent as little time around as possible. That meant one less person around to tidy up any of the greasy messes others left around. I only cleaned up after myself in that place, not that it showed. Living that way well and truly sucked. The only time I was ever around as a college senior was to sleep. That’s it. Ain’t no way you’d find 22-year-old Darcy willingly hanging around that dump.

But still, moving the hell out of there in 2016 meant giving up my low, low rent. I only paid $375 a month for that room, which is about a fifth of what I currently pay. Saving 80% of my rent payments would’ve made me much more than $50000 if invested.

Does The Loss Make You Pause?

We could take this what-if game further. If I had split my current apartment with a roommate from the get go, I’d be $30,000 richer now. Ditto for staying in the apartment I moved to after my Senior Year of Fun (Fear) which was a little pricier at $600 but still an absolute steal. Had I stayed there I’d have at least $39,600 more in my coffers. Invested in my S&P index funds would’ve bumped up either amount into at least the mid-40s range.

New question: would you rather,

  • Live with a hypothetical stranger as a roommate, who may or may not be health-conscious during a COVID crisis in 2020, or
  • Lose tens of thousands of dollars?

In any case, I’m admittedly being disingenuous by using the word “losing”. It’s not like I had that $30-50000 already, only to end up losing it all. It’s only easy to calculate how much more I’d have because these are known numbers; I’m already aware of how much money I would have spent/saved had I chosen differently. It’s more that I walked away from a $50000 deal, which… still doesn’t sound that great initially.

If the loss of that much money gives you pause, then congrats babe, you’re good at thinking through your options. You strike me as the type of reader who wants something better than the average. You’re willing to put in work to reach your goals and dreams. To change your mindset and become the best version of you the world will ever see. And I love that so much, as long as you don’t miss the forest for the trees. Put another way, as long as you don’t make your life undeniably worse in pursuit of riches that aren’t truly helping you.

Because There’s Always a Line You Don’t Need to Cross

However your life has shaken out, there’s likely a ton of ways you could have saved serious bank at the cost of something else. For me that would have been living in not-so-great places (see above). For others that could mean several, much more ridiculous things, such as:

  • Scavenging roadkill to cook for dinner
  • Secretly washing your laundry in your neighbor’s pool (the chlorine makes for an excellent detergent!)
  • Inspecting the vacuums at car washes for spare change (because wealth is built a penny at a time. From grandma’s sedan.)
  • Sharing a bed with three other people, platonically
The last bullet point inspired by this, the other three from Extreme Cheapskates. I left out the more nasty ways to save…

I’m willing to bet some real, non-hypothetical money that you don’t indulge in any of the above to save money. There’s a line between, say, taking advantage of your local library and taking advantage of your friends and loved ones. It goes back to deciding whether your money-conscious decisions are you being thrifty or you being cheap. Take it from me, a reformed cheapskate, when I say you don’t want to be cheap. If you unironically chose against “losing X amount of money” when we played Would You Rather, you’re missing the point.

Why Losing $50000 is More Preferable

There are lots of reasons why I’ve gotten as much money as I do. There’s also a lot of reasons why that amount isn’t higher. Clearly, one of the reasons is related to my housing choices. I pay $1,700 a month for a two-bed apartment just outside of Boston; this could be much lower with a roommate (or several) or much higher if I wanted to live in a city high rise. There’s a cost to damn near everything in this country, so save money in the areas where you can and spend when you can’t.

Finances are not actually my ultimate goal; living a good life, on my terms, is. My money is nothing more than the vehicle I’m building to carry me there. Never forget money is the tool, NOT the be-all, end-all.

I’m certainly not forgetting since money’s landed me in such nice digs. That $600 room from earlier, like the $375 one, wasn’t heated. I only had one roommate as opposed to six, but our apartment still didn’t have a living room. Said roommate was also a stranger until I moved in, shaping up to be one weird dude. He was nonchalant about a rat once climbing up from the plumbing and banging around under our kitchen sink. He only worked on Tuesdays and, upon coming back home, made it a routine to close the door behind him and swear after a gusty sigh. Don’t even get me started on the guy who lived the floor below us, who was super creepy and made me uncomfortable living there.

Knowing these options makes that Would You Rather question shift on its head.

Would you rather:

Live with people you wouldn’t trust to not start a grease fire, while also battling against freezing winter temperatures and sweltering summers?

Or:

Live with zero roommates in a place with ALL the amenities, while still saving over half your income?

Staying financially on top of things in every other aspect of your life means the right choice is so much more sweeter.

Bet You’ve Got a “Losing $50000” Story, Too

If you’re anything like the average person, you’ve made decisions too that went against raking in the big bucks. I’m not talking about investing in crypto before the craze or in a meme stock before Reddit caught wind of it. I’m talking about the decisions you made where money wasn’t the deciding factor.

  • Did you get into a program or hobby that you loved, but which cost quite a bit to participate in?
  • Did you go to the university of your dreams instead of sticking to the more cost-effective options?
  • Maybe it was an unforgettable vacation, made especially so with the huge bill at the end?
  • How about, I don’t know, buying all your furniture new? Or clothes new, for that matter…

I guarantee you’ve made choices in the past that didn’t bolster your financial security. These choices might’ve been wildly costly to you, whether in the short term or the long term. You might regret some of these choices because of how much more money you’d now have. None of us have a crystal ball to show what these choices lead to; all we have is today, with the hopes we’ll be somewhere better tomorrow.

But for the rest of the choices?

Those hit different.

Those are the ones you don’t regret, despite missing out on who knows how much money. Choices like those were the ones that enhanced your life more than the extra cash would have. It’s hard to say that when, again, we don’t have that crystal ball for our future escapades. We genuinely don’t know what the future will hold beyond death at some point and taxes every year. (What joyous constants…) Instead, we have the present to account for as well as the future. If something you spent money on made you genuinely happier and more able to get through your low points, then that’s money spent in the best possible way.

Final Thoughts

As long as we live in a culture where cash is king, we need to frame most decisions in a financial light. And if the financials were all that mattered, your girl would be spelunking in the Charles River fishin’ for crawdads and cattails for breakfast. While secretly living inside a thrift store clothes rack. With roommates. Luckily, money isn’t actually the be-all, end-all! I know! You have my blessing to go buy avocado toast and enjoy a drink with (vaccinated) friends. Frolic! Enjoy life! As long as you’re happy with the tradeoff, who cares!

Mah home! Via

Losing that $50000 turned out to help me far more than I could’ve expected. I could afford to “lose” it with my sky-high salary, especially since I could make up the “loss” in other ways with clever budgeting. Even better, nabbing this apartment means getting one step closer to my goals and dreams right freaking now. Sure, it’s not that castle fortress hidden away up in the mountains. I’m not yet that rich. But it is a home that’s fully mine to decorate and enjoy as I please. If that mountain castle can’t give me this, then that is money not at all well spent.

If you need more money to reach your ideal life, it’s time to save or invest or get a higher salary. Money is a tool you should use to create that ideal. It’s up to you what that looks like and not anyone else.

Especially not these “would you rather” questions, anyway. You’ve got better things to spend time on.

Cover image credit: Ali Kazal via Unsplash

11 thoughts on “That Time Losing $50000 Left Me Better Off

  • June 23, 2021 at 1:57 pm
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    I like to say that I can live anywhere for up to two years, if I need to make sacrifices.
    Yet it’s like you say, the goal is to thrive and not merely to survive.
    After all, none of us are going to make it out of life alive 😉

    My partner and I shared an efficiency studio flat for several years, and the cost savings were appreciated.
    We stashed a lot of cash during those years.
    The pandemic lockdowns changed that however–if we had not moved right at the start, we would have had much worse mental health issues from being cooped up in such a tiny space.
    Now I know that my living space has a huge impact on my creativity and health!

    • June 25, 2021 at 4:21 pm
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      Your living space has a significant impact on your creativity and health that, systemically, is only acknowledged in the strictly physical (ie don’t live with mold, gas leaks, etc). Out of everywhere I’ve lived before, my current apartment was (and is!) the best place to weather me through a pandemic. It’s good to remind myself of how great this place is whenever I start thinking too strictly about just the monetary bit of it.

  • June 23, 2021 at 6:04 pm
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    Yeah! Love that story. I had a pretty crazy roommate for a semester in college and let’s just say I’m happy to be in the financial position to not live with roommates again until they park my sorry ass in a nursing home.

    • June 25, 2021 at 4:22 pm
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      I have more than my fair of roommate complaints; I’m in the same boat with our delight at no more of that nonsense!

  • June 23, 2021 at 7:42 pm
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    What a great way to look at $50,000! I was just talking to someone today about all the dives I’ve lived in since college. There are so many landlord and roommate horror stories – I’m sure you can relate. Any reasonable person would look at how much money they spent on rent and think “ouch”. But are we supposed to live like lichen on a rock all our lives? Isn’t our money supposed to make things BETTER for ourselves? A word of caution – the good rental situation you have now may not last. Landlords can terminate leases, move in family members, sell the place out from under you or rent another unit to a bad neighbor. I’ve seen it all.

    • June 25, 2021 at 4:24 pm
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      While reading your comment I was applauding all your points! Money IS supposed to make things better, what’s the point of it otherwise?!

      And thanks for the words of caution; my landlord so far hasn’t raised the rent at all so fingers crossed it will remain that way until I choose to move down the line.

  • June 23, 2021 at 8:05 pm
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    Hey, as long as you can live with it that’s what’s the most important.

    I have a similar story to you as well. However, I just know my personality is one to dwell on the past and regret and heavily discount what I was actually going through and feeling at the time that it was worth it haha. I need to change this habit. Sometimes I can, but sometimes I can’t too.

    Losing $50k is not going to be a large amount of money in the grand scheme of things!

    • June 25, 2021 at 4:25 pm
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      You’re 100% right – I also need to work on shucking the remnants of my poverty mentality of “Fifty grand is life changing! You can deal with stress for FIFTY GRAND, come on!!” Getting closer to a state of peace slowly but surely.

  • June 24, 2021 at 4:56 am
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    You don’t have to filter everything against the opportunity it costs you. You just have to get a few of the big ticket items right to win at the money game. However it’s rare that you will win unless you control the big ones. Housing, transportation and income are the main things. Sounds like you are doing fine even with a fairly extreme housing category. Actually if you can get significant results in the income category then you can blow a ton of money on extravagances in your spending and still build wealth.

    • June 25, 2021 at 4:26 pm
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      I like this perspective – focus on getting an even higher income and this line item will go way down in significance. Thanks Steve!

  • June 30, 2021 at 12:01 pm
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    I’ve had good roommates and bad roommates, but I saved money every time I had a roommate.

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