My Top 10 Biggest Financial Blunders

To the uninitiated it might seem like a blogger who reaches multi-million dollar status before turning 40 must have had a perfect financial track-record through life.  No financial mistakes made…ever!  Right?

This is hardly the case.  In my lifetime, I’ve made LOADS of serious financial blunders!  Almost too many to count.  Rather than beating myself up about how stupid I’ve been, I’ve tried to adopted a mistake-positive philosophy.  I think we should always be making mistakes.

That said, I’m not proud of the financial mistakes I’ve made.  I’m not trying to hide my mistakes, but maybe I haven’t put them on display here as often as I could have.

Like I said, I’m not proud!  So today I’m going to try to rectify things by showing you what a big idiot I’ve been with money in the past.

Without further ado, here’s Mr. Tako’s Top 10 Biggest Financial Blunders:

1. A loan for a used car

Everyone remembers their first car.  Mine was a used Subaru GL with 200k miles and cost me $3500.  It was NOT a cool car, but it did get me around during my college years.  The beauty of that car was that it was completely paid for… even if it was ugly and falling apart.

After college, I got a decent paying job, but I didn’t have enough saved to afford a better car… I was stupid enough to buy one anyway.  Yep, I was one of those people that needed a loan to buy a used car.

Don’t do this.  Ever.  Let me tell you, the lenders that sell those kinds of loans are absolute predators.  Back in those days, interest rates were higher, but I believe the APR I ended up paying was 6.5%.  Yikes!

On top of paying a high interest rate, the engine developed some serious problems and I was always fixing that car, trying to get it to run properly.  The loan almost outlived the car!

Never again will I buy a car with debt.

2. Collecting things is a terrible idea

I’ve written my feelings about collections in the past, but it bears repeating here today.  When I was younger, I collected comic books, baseball cards, garbage pail cards, and even a few action figures.  I used to think that these collections would one day be worth a bunch of money, I just needed to ‘sit’ on them.

I let my collections sit for 20 or 30 years, and then one day I looked up the prices.  In most cases, they were worth less than what I paid.  Total waste of money.  So stupid!  It would have been better to have left the money in a savings account!

All totaled, I probably wasted a few thousand dollars on these collections.  That doesn’t sound too terrible until you realize when I did it.  I was in grade school during most of my collecting phase.  That was 30 years ago!  If only I’d had the smarts to invest it and let it compound back then.

$3,000 in 1989 would be worth $40,000 today if I’d been smart enough to invest that in a S&P 500 fund.  That’s no small amount of money!


3. Too much money wasted on alcohol.

OK this one is might be a little controversial because people love to drink.  Like most young adults, I started drinking alcoholic beverages in my college years (age 21 was the legal drinking age).  Whether it was at parties or meeting friends at a bar, it got so that I was regularly having a few drinks on the weekend…

After college this expanded to include drinks at work functions, and the occasional beer after work “to relax”.  Most people would never call me a heavy drinker or an alcoholic, but I can’t count the number of dollars I’ve wasted on “adult” beverages in my life.  It’s not a small amount.

How much do you spend on alcohol every year? I bet it’s not small!

What did I gain from spending all that money on alcoholic beverages?  Absolutely nothing.  It was a total waste.

One day I just decided to quit.  Why did I do it?  There are a bunch of reasons — social reasons, financial reasons, health reasons, and family reasons.  I can’t point to any one specific reason that made me quit, but I did.

It’s been 6 years since I had my last drink.  And you know what?  I’m extremely glad I did it.  I’m probably less fun at parties now, but I’m saving a ton of money and setting a good example for my kids.


4.  Upgrading tech is like throwing money in the trash

Do you like new technology?  I sure did!  In my life I’ve owned all kinds of technology, from crude cassette tape recorders to computers and CD players.  I’ve owned it all.  And spent too much money on it!   I used to upgrade to the latest computers, TV’s and cell phones every couple of years.  Each new generation, I’d have to get rid of the old technology just make room for the new.

It was always a financial disaster.

You know what I’ve learned?  Paying to stay at the front of the technology curve is a total waste of money.  There is always going to be some new technology or cool innovation you can upgrade to… and (I’ll admit), it’s always better than the old technology.

Paying to be at the technology front-line has a very high cost.  It’s far better to be at the back of the technology curve, and only adopting new tech once everyone is willing to part with it for cheap.  Usually this means it’s at least 4 to 5 years old, and completely outdated by “modern” standards.

For example: 4k TV’s are considered “normal” today.  You can buy a good one for around $1000.  Instead of doing that, you can buy a used 1080p TV for practically nothing off Craigslist or Facebook Marketplace.  You’ll pay a lot less than the original owners, and save yourself a TON of money in the process!

These days I’m rocking a free TV, and going phone-less.


5.  Too much money spent at the movies

Do you like watching movies at the theater?  It used to be more common in the old days, before people had giant flat-screen TV’s.  Even today, with a big fancy TV’s people still go to see the latest movies on the “big screen”.

I used to be one of those people that would regularly drop $10-$12 to see the latest movie.  I’d go out with friends every couple of weeks, eat dinner, and watch a movie at the theater.  We’d make an evening of it.  I didn’t even try to go to cheap matinee’s back in those days!

What a waste of money!  Most of those movies weren’t even memorable!

These days if it’s movie night, we invite friends over for a delicious home-made dinner and put on a movie we borrowed from the library.

It sure beats standing in line on opening night!


6.  I pissed away oodles of money on flavored water

This one is kind of related to blunder #3.  People spend way too much money on flavored waters.  Most people are hooked on the stuff.  I used to be one of them.  I used to buy all sorts of flavored waters — sodas, coffee, bottle teas, fruit juices, sparkling bottled water, you name it!

Really, you don’t need any of it.  It just makes you fat, and addicted.  The only thing you really need is water.  Learn to like it, and save yourself from the evils of flavored water.

This is literally where a ton of my money went.  Pissed right down the drain.

I’ve said it once, but I’ll say it again:  “Addiction, obesity, and financial dependence are frequently served in a cup (or a bottle).”


7.  My experiments in shorting stocks were a complete disaster

Yep, at one time I tried shorting stocks.   For some reason I thought it was a good idea…. but turned into a total disaster.  I thought I knew exactly how Mr. Market would respond to a failing business… and boy was I sure wrong!

I lost around $10,000 on this gigantic blunder, and learned a very valuable lesson about speculating (don’t).  I no longer short stocks as a result of this financial blunder.

migraine statue
I literally facepalm every time I think about this one.  I was stupid.

Thankfully I learned a valuable lesson about trying to predict what Mr. Market will do: You can’t!


8.  Buying fancy clothing was a waste of money.

One of the first things I did after getting a “real” job and earning an income, was to buy some decent work clothes:  Collar shirts, some nice pants, and a nice pair of ‘business’ shoes.  This went on for years, and I spent way too much money on clothing.

I don’t know why I bothered.  It didn’t impress anybody.  Sure, I suppose I “fit in” with the rest of my co-workers a bit better, but in the end it doesn’t matter.

Now, those work clothes are getting dusty in the closet.  I’m all about the thrift store these days.  Cheap clothes that won’t impress anybody.  Mainly t-shirts and some heavy duty pants  — that’s my “millionaire uniform”.


9.  We took too long to buy a house

After Mrs. Tako and I got married, we decided to start house hunting.  We took forever to find a house because we were super-picky.  It took a couple years in total.  During that time, the average home price in our area rose from $350k to $500k in our area.

(We live in a high-growth area where real estate prices have been rising quickly.)

I sure wish we could have been *less picky* and just bought a home when the prices were more affordable.  It would have saved us a ton of money on interest payments if we could have just settled for something “good enough”!

Even though we payed way too much, I’m still glad we bought a home.  It’s a godsend to have a fix rate mortgage when the cost of renting goes up 8-10% a year.


10.  I wasted money buying books instead of using the library

Yes, I admit it.  I used to buy books from bookstores, and I paid full retail price for them as well.  Why did I do this when there is a perfectly serviceable library in town?  I have absolutely no friggen idea.  It was idiotic.

Most of the books I only read once, and then they sat on a shelf the rest of the time.  I could cry just thinking about those dollar bills sitting there on the shelf doing nothing…

Just use the library folks.  It’s so much cheaper.


What you won’t see on this list…

Alright!  If this post doesn’t drive away the last of my readers, I don’t know what will!  As you can see, I’ve been a real financial idiot!

Yep.  Guilty as charged!

Besides mentioning my worst financial blunders, I though it might be nice to mention something that I don’t consider a financial blunder — An education.

I went into debt to the tune of $50,000 to get my undergraduate degree.  Yes, it was expensive.  Yes, I had a lot of debt.  And yet, if I was given the choice to go back in time to do it again; I’d get that same education all over again without hesitation.

It was that same education that introduced me to the world of business and investing.  It opened my mind to a whole new world.  While a college education didn’t give me all the answers, getting that education exposed me to a few really big ideas that matter in this capitalist world.

Big, important ideas that made me who I am today.  Ideas that eventually turned into millions.  Millions that now spit off more than $50k every year in dividends.

Today that student debt doesn’t seem quite so large.  Time and compound interest will do that I guess…


[Image Credit: Flickr, Flickr2]

26 thoughts on “My Top 10 Biggest Financial Blunders

  • October 26, 2019 at 9:35 AM

    I always appreciate when people acknowledge mistakes instead of just pretending everything was done perfectly. Much more useful and real!

    I also made #1-5 and 10. I consider myself fortunate that none of those were truly disastrous financially and provided valuable lessons. Our biggest mistake was overbuying our house but the appreciation (our area is similar to yours) mostly covered the blunder.

    I’m on board with the mistake-positive philosophy for sure – it’s how we grow. And I’ll never consider my education costs a mistake.

    • October 27, 2019 at 9:08 PM

      Thanks Educator FI! Here’s to hoping I can keep learning and NOT repeat these mistakes! 🙂

  • October 26, 2019 at 10:01 AM

    I don’t think the person exists who hasn’t made financial blunders, but the real difference is some recognize it; others don’t. Thanks for sharing your top blunders – it’s a good reminder we’re all human and you can still be a big financial success even with a misstep or two.

    And I never would have pegged you as a flavored water guy 🙂

    • October 27, 2019 at 9:07 PM

      Yep, I used to drink TONS of flavored water when I was younger. A soda or two almost every day. It was a terrible habit!

  • October 26, 2019 at 10:54 AM

    “Too much money wasted on alcohol.”

    Ugh… yeah. I’m 100% confident I’ve got you beat on this one, but it’s not a competition. Wait, actually in college it was…

    • October 27, 2019 at 9:05 PM

      Haha! There certainly were people who thought it was a competition in college! I wonder if someone has done a financial analysis of individuals based on how many drinks they have on a weekly basis. Would be interesting to see if there was a higher net worth correlation with lower drinking. Or vice versa.

  • October 26, 2019 at 1:19 PM

    In the grand scheme of things, these blunders are small. Sounds like you’ve never had credit card debt, never paid ridiculous AUM fees for little benefit, never owned a short period of time and incurred high transaction fees, never bought an expensive luxury car, never missed out on 401k match, never not taken advantage of all of your tax advantaged investing opportunities.

    Anyone who’s avoided all of those is in pretty good shape! (I’ve only made two of those mistakes…)

    • October 27, 2019 at 9:00 PM

      Yep, I luckily avoided credit card debt and expensive cars. Those two can be real financial killers!

  • October 26, 2019 at 8:56 PM

    Mr. Tako –

    Yep, I have been a culprit for #1, #2 and #8, no doubt. The hardest was the damn auto loan on a used car, though I had a lower 2.3% rate, vs. what you had.

    Luckily, ended up paying that off earlier.

    Other expenses as a kid were the NUMEROUS bike trips I did to not just buy cards, but to buy a $5 footlong at Subway or a few $1 menu items at Wendys/McDonalds. Looking back, I had no business spending that type of money, which I was making very little part-time, at the ages of 13-18.

    Fun article and glad to learn earlier than later!


  • October 27, 2019 at 12:50 AM

    Solid and introspective Mr Tako. You have made very few mistakes. Funny that 2 of t them involve beverages. I have a hard time saying that alcohol has been a waste of money since it has been pretty damn adventurous For me but to each their own. Weirdly, I think one of my biggest early financial mistakes was underestimating the Value of building personal relationships in business. This certainly cost me thousands early on and I hope that I am better today. Be well all,

    • October 27, 2019 at 8:58 PM

      Indeed, business is very much about those financial relationships!

  • October 27, 2019 at 5:35 AM

    Related: If you had had the choice between taking out a mortgage now vs paying all cash for your house in 2-3 years, which would you have picked?

    What if the choice was between paying all cash for an average house now vs taking out a mortgage for a somewhat nicer house now?

    I am dealing with these first-world problems. Plan to move w/ wife and infant to CA soon from TX and it’s not like real estate values are going down there. Ideally will FIRE within 5-10 years. The downside of paying all cash will be that significant tax-deferred contributions are, um, deferred for a few years, but upside is that on paper I’d save a few hundred grand over my lifetime in mortgage interest and origination/closing fees.

    • October 27, 2019 at 8:57 PM

      In general, I would say that I’m “mortgage positive” if you have a good interest rate. The ability to leverage yourself a little bit and deploy cash into the best returning assets can be a good financial move.

      But, never buy a house you can’t afford today. Meaning, if a house costs $500k and you only have $100k in assets saved, don’t buy it. You aren’t ready yet in my opinion. If you have $500+ of assets and a steady job, then it’s fine to purchase that house.

  • October 27, 2019 at 6:58 AM

    Haha yeah we all have a list like this. The short selling one made my eyes pop though – that’s the riskiest of market timing! Not only risky, but low reward – since your profits are limited by the price of the stock. It can’t go below zero, after all. Well, we live and learn!

    I wrote a similar post and it took me back to some dark times of bounced checks and unpaid credit cards. I like seeing posts like these because they prove we can overcome these past mistakes and thrive.

    • October 27, 2019 at 8:50 PM

      Yep, I was pretty dumb… but eventually recovered from most of these financial mistakes. I’d probably be a lot richer if I never made any of the, but I’m not sure I’d be any smarter. 😉

  • October 27, 2019 at 8:32 AM

    Most of these resonate here as well, Mr. Tako.

    Alcohol is the most interesting one because, you’re right, you really don’t get any value out of it when you look back. I probably have about 6-8 beers a week and still feel like that’s way too much. One of those things I want to eventually phase out… but it’s just so good! 😉

    The good news is that each of these mistakes present a learning opportunity. If you decide to learn from it and grow, you have a very good chance of becoming successful in the long run, which obviously you did! I’ve made a bunch of doozies over the years as well, but somehow still managed to learn from them and pull off a successful financial future as well.

    • October 27, 2019 at 8:48 PM

      Yep, as long as we learn something and don’t *repeat* the mistakes! What scares me is when people repeat the same mistakes over and over. I try not to do that by providing myself some pretty powerful reminders. This post is one of them.

  • October 27, 2019 at 11:49 AM

    I’ve done the same mistakes as you. I used to collect DVDs. What a waste of money looking back.

  • October 27, 2019 at 1:02 PM

    Definitely have made a LOT of these mistakes, and plenty more! But, I’m on board with the mistake-positive philosophy. I’m someone that needs to learn things for myself rather than have people tell me what the right way is, so I guess I’m glad I made the mistakes early and learned quickly! Good for you for quitting the alcohol completely! Adam and I have always been befuddled by the drinking culture many of our friends subscribe to. A single drink in LA can cost upwards of $20-25 these days, making one night out immediately cost you hundreds of dollars. Why!!

    • October 27, 2019 at 8:45 PM

      I know, right? I think social pressure, stress, and addiction play a large part of while people continue to drink despite the high costs.

  • October 27, 2019 at 8:02 PM

    But I’ve made even bigger: entering into business ventures I knew nothing about with people who were successful but not transparent. Lost millions. In the accounting world, we call this a money sink; in reality, it was a valuable education.

    • October 27, 2019 at 8:43 PM

      Oh man, that sounds like quite the story. Would love to know more about what happened.

  • October 28, 2019 at 7:01 AM

    We made a lot of the same mistakes too. It’s common to make these mistakes when you’re young, but you need to learn.
    I rarely drink alcohol these days. I drink less for health reasons, but it saves a lot too.

  • October 29, 2019 at 7:50 PM

    Mr. Tako- this is a great list for anyone to read. Most of them appear to be expense related spending…maybe not total financial blunders so to speak. I’m sure anyone who bought a home in 2007 may argue your No.9…you never know what the market will do at the time.
    I think No. 1 is a big take away that many should consider and I’ve definitely pondered shorting stocks for years, so thanks for sharing your experience.


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