Here’s our latest interview with a millionaire as we seek to learn from those who have grown their wealth to high heights.
If you’d like to be considered for an interview, drop me a note and we can chat about specifics.
Today I’m talking to Mr. Hobo Millionaire.
My questions are in bold italics and his responses follow in black.
Let’s get started…
OVERVIEW
How old are you (and spouse if applicable, plus how long you’ve been married)?
I am 51, re-married for 10 years (after dating for 4 years).
Do you have kids/family (if so, how old are they)?
I have one son, 28.
He lives in Arkansas (we co-own a real estate company doing Airbnb rentals).
What area of the country do you live in (and urban or rural)?
I’m in far North Dallas, TX. It’s mostly rural.
What is your current net worth?
My current net worth ranges between $6M and $10M, depending on how you choose to value recurring software revenue valuations (6x – 12x).
My software company has recurring/subscription revenue of about $700K. I’m fine with $6M, because it doesn’t really matter.
What are the main assets that make up your net worth (stocks, real estate, business, home, retirement accounts, etc.) and any debt that offsets part of these?
- Business: $4M-$8M
- Stock: $1M (all of it is in VTI; roughly $500K pre-tax in an SEP, and roughly $500K after-tax in brokerage accounts)
- Real Estate: $1M (roughly $600K personal, paid off home, and roughly $400K equity in 4 rental houses)
EARN
What is your job?
I own a “small” software company. My wife and I run it out of our house. The only other employee is my son, who works part-time remotely.
What is your annual income?
This year my income will be roughly $600K.
Tell us about your income performance over time. What was the starting salary of your first job, how did it grow from there (and what you did to make it grow), and where are you now?
My first job was when I was 16 in high school. I was in DECA (you go to work after lunch, and you get high school credits for having a job). I did this both my Junior and Senior year. My family simply didn’t have the money for me to have a car, buy clothes, and do all the fun high school activities. I started off at minimum wage ($3.15/hour at the time). So back then, my first year of employment I made just under $5000.
My last employed job was with Fidelity Investments. I did IT for them. I quit that job in May of 2000. I was making about $80,000/year at the time.
Last year I made roughly $500,000, and this year should be right at $600,000.
What tips do you have for others who want to grow their career-related income?
Do exactly what everyone says not to do… jump from job-to-job.
It’s the ONLY way to get big raises, unless you are super-fortunate to be employed where they give you 20-30% raises every year.
What’s your work-life balance look like?
It’s fantastic now. But being a life-long entrepreneur, until I “made it” (over the last 5 years or so), there was no work-life balance. There’s no such thing when you’re an entrepreneur.
Repeat after me “there is NO work-life balance if I choose to be an entrepreneur”. You must give your all to your business.
Now, though, I work about an hour per day to maintain my software business.
Do you have any sources of income besides your career? If so, can you list them, give us a feel for how much you earn with each, and offer some insight into how you developed them?
I, of course, make dividends with my stock investments, which are re-invested.
I’m also making money from our Airbnb rentals, and all of that gets reinvested by using anything extra to go towards increasing equity (paying off mortgages early).
SAVE
What is your annual spending?
We spend roughly $60,000/year. Maybe $80,000 if you include vacations we are ABOUT to start taking (I’ve only been on 2-3 semi-real vacations over the last 15 years).
Honestly I don’t track it too closely. I’m more focused on saving roughly 75% of our income at this point.
We are going to start travelling a little more. My vacations always include SOME work though, because it’s just us. So I have to check email every day, respond to a few customers, handle some orders, etc. I do look forward to the day when I can completely unplug, but that’s probably 10 years away.
As long as I only have to work one hour per day, I’m going to keep accepting the income that comes from it.
What are the main categories (expenses) this spending breaks into?
Property taxes 25%. Property taxes alone, even with a paid off house, run me about $1200/month.
Food is 40%. We eat mostly organic. I’m not sure it’s necessary, but we have the money, so I look at it as a hedge on our health. I certainly wouldn’t spend extra for it if we didn’t have the money. We also spend a fair amount with a food service called “Purple Carrot”. It’s $25/meal. They are 100% vegan, and the meals are amazing. They ship the ingredients, and you prepare it at home. We order about 4 of these per week. Again, wouldn’t do it if we didn’t have the money, but we see it as a hedge on health.
The other 35% is car insurance and other miscellaneous items.
Our vehicles are paid off, too. We have no personal debt.
Do you have a budget? If so, how do you implement it?
No, not really.
What percentage of your gross income do you save and how has that changed over time?
It’s right at 75%.
I only started taking profits around 2012, when my CPA recommended an SEP plan (where I could save 25% of company profit).
It started out at 25%, and I’ve increased it to 75% as our business has grown.
What is your favorite thing to spend money on/your secret splurge?
Flying First Class. Once you start, it’s hard to stop.
I also paid for a private club membership with the Dallas Cowboys for about a year. Even though I could “afford” it, I ended up cancelling it, because I just couldn’t justify spending $500/month on it (and I spent a few thousand to join). I did finally get to meet my childhood hero, Roger Staubach…so it was worth it!
INVEST
What is your investment philosophy/plan?
At this point it’s all about diversifying. De-risking from having everything in my company.
With my savings rate now, I expect to have around $8M, all in VTI, by age 65.
And as for philosophy, I’m a big believer in the low-cost, total market, index funds.
When I look at history, yes, there is some volatility, but I don’t think you can lose in the long run. The market just keeps going up over time.
What has been your best investment?
By far, it’s been investing in me (my software company). I took a long time to provide a return, but I finally did! Haha.
What has been your worst investment?
I’ve invested in a few independent movies (learned a lot and lost a lot).
I invested in a 3-piece wheel company that went belly up.
I started a recording studio that went belly up.
I tried starting my first software company in the mid-90’s. That failed.
And I’ve had a few side ventures with my software company over the past 15 years that didn’t work out.
I learned from all of it, though.
What’s been your overall return?
I don’t really have a way to estimate this. My software company has returned about $3M in profits to me at this point.
And of course VTI has returned to me what it has for everyone else over the past few years.
I honestly don’t know the exact percentage, but it’s been good.
And the rentals are still fairly new, but I’d estimate 10-20%.
How often do you monitor/review your portfolio?
I don’t monitor the overall portfolio very much.
I look at VTI performance daily, but it’s just for fun. I know some people recommend NOT looking at it daily, but I find the MORE I look at it, the more I learn just how volatile the market can be, and that helps me maintain my sanity with it.
You read enough of the stupid Barron’s headlines and you realize it’s all some weird game. Those headlines are past being funny; it’s all a big ridiculous click-bait joke.
I’ve run the numbers, and I know I’m already fine, and it’s only going to get better.
NET WORTH
How did you accumulate your net worth?
The root of all of my net worth is from my software company, which came from many years, 15-16 hour days, working very hard.
I did not inherit anything other than my father’s work ethic.
What would you say is your greatest strength in the ESI wealth-building model (Earn, Save or Invest) and why would you say it’s tops?
For many years, it would have to be Earning. Now it’s Saving and Investing. They are all important.
What road bumps did you face along the way to becoming a millionaire and how did you handle them?
I’ve had many road bumps, if not potholes or roads missing completely.
I got divorced* in 2001. I left all personal assets (house, 401K, vehicle) with the ex-wife. I assumed all debt. My business wasn’t really worth anything at the time, but I was hopeful of its future, and I didn’t want to have to share any of my future successes.
I was also signed to an office lease at that time I shouldn’t have been in. It was $1600/month. I agreed to a really high child support payment ($1600/month). I had to pay that for about 7 years. I had no steady “for sure” income when I got divorced, and with just those two items alone, I was on the hook for $3200/month. Throw in an apartment, vehicle, and food, and we’re at least $4500/month I had to figure out.
I did not handle it very well. While I didn’t take on a lot of credit card debt, I did STOP PAYING MY TAXES. I did not file from about 7 years. I ended up in one of those IRS representation firms around 2008, and they got me all straightened out and filed. In the end, I owed about 100K. I did not ask for a settlement (I was finally starting to make a bit of money with my software company). I paid what was calculated that I owed.
More road bumps included the movie investments, the other side businesses, trying to work with best friend from high school, that venture failed, and then he asked me to help him on his new venture…he ended up screwing me over, and we are no longer friends.
I handled all of it like I’ve always handled problems and pressures…I keep moving forward.
Make progress on SOMETHING, EVERY DAY. You’re either moving forward or backward in life. Always try to move forward.
* It should be noted that my divorce was NOT due to my entrepreneurial endeavors or my opinions on life-balance. She was deeply troubled…I’ll leave it at that.
What are you currently doing to maintain/grow your net worth?
I’m technically not trying to grow my net worth at this point.
I am diversifying, though, taking money out of software company and putting it into stocks and real estate.
Do you have a target net worth you are trying to attain?
$8M in VTI by age 65, and based on my planned withdrawal rate (2%-3%), I’ve estimated I’ll die with around $25M-$30M in assets.
My wealth has more to do with changing my family tree forever and honoring my father’s hard work to give me an opportunity to “make it”.
How old were you when you made your first million and have you had any significant behavior shifts since then?
Well, based on 6X-12X multiples of recurring software multiples, I was technically a millionaire on paper somewhere around 2012-2013, although I didn’t feel like one.
What money mistakes have you made along the way that others can learn from?
Hindsight is always 20/20, so of course there are things I would change.
That said, I don’t live in the past. Remember, you gotta keep moving forward!
As for any tips related to all of this…just remember everything in life compounds. Both good and bad money decisions. You want to minimize the bad.
And I 100% believe in sacrificing when you’re young to have a better future. This is polar opposite of most people who believe in enjoying life while you’re “young and healthy”. As a relatively healthy 51 year old, I can tell you I’m WAY more excited about my “easy” future than I am about missing out on a few things in my 20s and 30s.
I feel like Noah building the ark…I’m good, and everyone else who has never planned for anything is about to drown.
What advice do you have for ESI Money readers on how to become wealthy?
Sacrificing when you’re young is worth it.
The more you sacrifice and save while you’re young, the more time it all has to compound. Money invested can safely double every 7-10 years. The younger you start your doubling, the more doubles you get!
FUTURE
What are your plans for the future regarding lifestyle?
I’m 51, and my wife is 46. We are going to start taking 2-3 vacations per year.
We are trying to work on only things we enjoy (this has been a mindful decision over the past 2-3 years). We’re not trying to work extra hard to grow our wealth. We’re good just executing what we’ve got.
I’m getting to do real estate with my son, which is a joy.
I would have loved to have worked with my father (he passed away at 68 six years ago due to cancer — right when my hard work was starting to compound into success).
I’m also doing children’s books with my wife to teach kids about wildlife.
What are your retirement plans?
For now travelling and picking up golf. I played a little in my 20’s, but it seems like it can be pretty calm. I live on a private golf course, and it’s very pleasant.
I’ve been a drummer since high school. I’d like to have more “play” time for that, and I’m also learning to play the bass.
Lastly, I’m a certified scuba diver (along with my son), but we haven’t been diving in over 10 years. I plan on doing at least one diving trip per year with son.
Are there any issues in retirement that concern you? If so, how are you planning to address them?
No really. I feel good about where we are, and I have just under $4,000/month in Social Security coming when I’m 70.
I have “financial peace”, and there’s nothing like it.
Spiritual peace is also important, but that’s a whole other subject (but I’m good there, too).
MISCELLANEOUS
How did you learn about finances and at what age did it ‘click’?
I didn’t really learn about finances until a few years ago. I’ve always tried to stay out of credit card debt (even if I had to work extra jobs to pay it off). But I didn’t really understand the stock market until a few years ago (as much as you can understand about something so volatile).
I knew to try to work hard, really hard, and live on less than you make, but not really the heavy savings part and how it can all snowball and compound.
I would say it ALL “clicked” around 45.
Who inspired you to excel in life? Who are your heroes?
My father is my hero. Period. End of story.
He grew up without a father (he died when he was young — killed on the job). He had 4 brothers and 1 sister. His mother depended on welfare at times. He told me stories of sleeping on wooden floors with pigs running underneath.
My father served in the 101st airborne in Vietnam. After that he worked and worked and worked. He got up every week day and some weekends at 5am. Worked all day. He was still working like this when he got cancer at age 68. He was diagnosed in December and died 4 months later.
And when he wasn’t working at his job, he was working around the house to improve things and both of my parents served in their local church for many years.
He was not smart with money, but he could out-work anyone. Even as much as I’ve worked over the years, I never feel like I’ve worked as hard as he did. My father wasn’t perfect, but he did the best he could.
Do you have any favorite money books you like/recommend? If so, can you share with us your top three and why you like them?
- The Millionaire Next Door by Thomas J. Stanley; it’s like a bible for living within your means; really eye-opening that the people who LOOK wealthy probably aren’t.
- Think and Grow Rich by Napoleon Hill; a positive mind set goes a long way; it’s not magic, but it keeps you focused on why you’re doing what you’re doing.
- The Simple Path to Wealth by JL Collins; I shared this book with my cousin (who hasn’t acquired much wealth); I told him it’s what our grandfathers would have told us had we had grandfathers and they had money (neither of us grew up with grandfathers).
Do you give to charity? Why or why not? If you do, what percent of time/money do you give?
Yes. My wife and I primarily support wildlife rehabbers (folks who take care of injured wildlife). We’re even trying to create a children’s book publishing company whose sole purpose is to fund animal rehabilitation in perpetuity.
We also donate to a few non-profits mostly related to helping the homeless.
We’ve donated software from our company to some, not all, non-profits over the years, too.
I was also a non-paid drummer at my church for almost 20 years (two services every Sunday morning). I emphasize the non-paid part, because a lot of musicians get paid these days…I find it kind of offensive. Mainly because my parents served in other areas of the church for 40 years and were never paid a dime. I find it offensive that musicians are treated differently.
Do you plan to leave an inheritance for your heirs (how do you plan to distribute your wealth at your death)? What are your reasons behind this plan?
The real estate company I’m building with my son will be his 100% in the future. He will also inherit some money when my wife and I both pass. This is 25-35 years away, so it’s not like he won’t have his own money by then, so he’s not dependent on it.
Other than that, I’m planning on setting up two trusts. One that supports wildlife and other charities. The other will be a fund that’s available to pay for any descendant’s college or to have matching start-up funds for a business.
Our wealth will never be simply “given” away for nothing. It must be earned via work. That way I will honor my father forever.
Dave @ Accidental FIRE says
Wow, that’s an amazingly low annual spending for such a high net worth. You clearly have grounded values and have worked hard to earn your success. Major kudos!
Mr. Hobo Millionaire says
Thanks, Dave! That amount would probably be a bit more if our house weren’t paid for. It would probably get us closer to 100K/year or so. Growing up without wealth and struggling for so long has a way of giving you “grounded values”. Haha. Or at least it should… it did me.
Mi-77 says
Love your comment about jumping job to job, I was fired from all 8 jobs I had and it was blessing in disguise! I also started my own companies and have passive monthly income similar to you. Agree with you in regards to marriage, you can either feel miserable rest of your life or strive from it. Glad to hear you did the latter. One thing I do differently is I started taking monthly vacations about a year ago and I never look back, I suggest everyone to do the same. As for income distribution, I also started investing just a year ago, doing 80% index fund and 20% bond fund. And in the next 7-10 years I want to start selling my business and moving all the money to those funds. I think I can live on 4-5% return per year without any stress of tuning my existing business. I read all three books you recommended. My favorite is think and grow rich by nepolean hill, read it 10 times and learn new things from it every time! I read about a book every 2 weeks and love it! It seems like you are doing very well, congrats and keep it up brother !
Jason
https://esimoney.com/millionaire-interview-77/
Mr. Hobo Millionaire says
Thank you for the kind comments, Jason/MI-77.
I was never fired from a job but I did stone-cold walk out of 3 jobs along the way. I didn’t say “take this job and…” but I did walk. One was due to a boss showing a lack of loyalty, and the other two were bosses trying to force me to work extra hours I didn’t sign up for. Understand, I’ve worked extra hours at many jobs… I’m not against that… I was against the way these bosses were coming up with the extra hours.
I’m a super fan of The Strangest Secret, too:
https://www.youtube.com/watch?v=IeaBfM3TdHQ
The first time I heard it I just shook my head. It’s from 1957!!! And it reads like it could be from today… stats and all.
Jason says
Awesome youtube video, I love it! I also read a couple of books similar to this video. Richest man in Babylon, The Secret. Both great books on success and motivation. Do you have any other book you can recommend? I’m running out of stuff to read 😛 thanks in advanced bud!
Mr. Hobo Millionaire says
Jason, In the past year, I’ve enjoyed:
“12 Rules for Live” – Jordan B. Peterson
“Thinking in Bets” – Annie Duke (Professional Poker Player)
“Start with Why” – Simon Sinkek
“Principles: – Ray Dalio (I’m not 100% on board with Dalio’s financial advice, but he spoke of some principles I’ve lived over the past 30 years, but hadn’t found a way to put into teachable words — I really enjoyed this book)
“Perennial Seller” – Ryan Holiday (young fellow who is wise beyond his years)
Mr. Hobo Millionaire says
*Simon Sinek
Mi-77 says
Thanks much. Just added them to my kindle. Thanks again !!
Alana says
“…I feel like Noah building the ark…I’m good, and everyone else who has never planned for anything is about to drown…” lol. Would never have come up with this on my own but now that you’ve said it, it sounds about right.
Mr. Hobo Millionaire says
You’re welcome to use it, Alana! Thanks for reading a bit of my story.
Simple Money Man says
It’s awesome that you and your son work and go scuba diving together. It’s also awesome that you work with your wife too in your software business. Having a business is one thing, but keeping it tame and under control, with people, you can trust and rely on really helps. I also like your strategy of continuing to diversify (i.e., putting funds from the business into an index fund) for long-term wealth. Congrats!
Mr. Hobo Millionaire says
SMM, working with family didn’t happen by accident. I tried a few times to have employees, but it never worked out for me. I’m sure it’s possible, but it’s not part of my skillset. And it’s even harder for me to trust the hiring process now. I have too much at stake, and if I continue to execute what I’ve been doing, it’s about as “can’t lose” as you can get.
Thanks for sharing.
CB says
Thank you for sharing details. Interesting to have so much invested with VTI but that is a total stock index. My father invested in individual stocks, bonds and mutual funds so I have a tendency to invest very similar to his style. I enjoy reading about other investment styles. You have a great mindset about current work and enjoying life. I like your idea about traveling first class, we have been savers for so long it is so hard to pay for first class but I hope to change that mental roadblock soon. We enjoy traveling so much in retirement and taking longer stays at each location is the benefit of having time. Enjoy life and be happy
Mr. Hobo Millionaire says
Thank you, CB. I’m actually on vacation right now (the first one in many years, and the first of many more). My wife and I are cruising the Caribbean, and I booked a suite for the first time. It’s been really nice. If you saved well/feel good about where you’re at, I encourage you to enjoy First Class (and suites on ships). If you have any great cruises to recommend, I’d love to get your thoughts.
CB says
Enjoy your cruise and the suite. We have never cruised so I can’t offer suggestions. Some day we will do a cruise and will be in a suite too!! We do enjoy hiking: Zion/UT, Bryce Canyon/UT, Big Bend/TX, Death Valley/CA/NV; South Lake Tahoe/CA/NV; Palm Springs/CA; Maui, Big Island of Hawaii, Vegas and other USA sites. Europe was great and we had fabulous hosts who are my German relatives; Costa Rica was an incredible all inclusive resort and my husband agreed we deserve more of those now. Australia and New Zealand next year. We do enjoy traveling somewhere every month. Planning for retirement is a good motivator during the working years.
Mr. Hobo Millionaire says
>>Planning for retirement is a good motivator during the working years.
CB, I’m not sure enough people really think about this. Whether you retire early (RE) or not, most folks are still going to have 20+ years to live starting at age 65. That’s a long time to not be financially independent (FI).
ESI says
We love the Caribbean and like almost any cruises (prefer NCL) that hit any of these islands: St. Martin, Grand Cayman, Barbados, and Antigua.
The last two each have AMAZING excursions we’ve done twice.
St. Martin is just a great island.
And of course, Grand Cayman is the island we’re headed back to in January for the third year in a row.
Mr. Hobo Millionaire says
I went scuba diving with my son in Grand Cayman 11 years ago, but that’s been my only visit. Has it changed much since then? Do you scuba dive, ESI?
ESI says
I’m not sure how it’s changed — we’ve only been going there three years.
You can see what we do here:
https://esimoney.com/grand-cayman-2019-trip/
I snorkel but don’t dive. That said, diving is on my list of possible future activities. 😉
Bateaux says
Outstanding job Mr. Hobo Millionaire. It seems we became millionaires at about the same time. Ours has only a little more than doubled since then and we’re still working on our third million. You’ve certainly run your business well. We’re in the last year or so before FIRE. Already bought a nice home in Florida to retire to when we’re done. We also love travel and SCUBA. I’m also 51 and love adventures. FIRE for me won’t be because I hate working, it’s because my wife and I want to do a lot of stuff a strong healthy body is needed for. Hiking, biking, SCUBA, sailing, off the beaten path travel, etc.
Good luck and maybe we’ll see you on the dive boat.
Mr. Hobo Millionaire says
Thanks, Bateaux.
Any dive recommendations of special places you’ve been to? I’m hoping to go the the Great Barrier Reef in the next year or so. So far, my diving travels have been limited. To date, I’ve really enjoyed my dives in Cozumel, Mexico the most. The water there is just so clear, it’s like diving in an enormous swimming pool.
D says
Great plans and great job! Keep up the great work… 🙂
D
Mr. Hobo Millionaire says
Thanks, D!
Millionaire 124 says
This is a great story. You’re a real entrepreneur and it’s good to see that happen. You mention several failures and then you made it. So you’re a 20 year overnight success. I can relate.
I think Tom Stanley cites “choice of occupation “ as a primary driver behind real wealth. Saving money and “diversifying” is fine up the kind of wealth you have built at a young age comes from calculated risk. Really incredible story you have.
BTW – Your estimates net worth at 65 seems conservative given your current net worth.
Mr. Hobo Millionaire says
M124, thank you for the kind comments. While yes, I have taken a lot of calculated risk, I can relate quite well to “choice of occupation”, too.
Back in the late 90’s I purposely chose the field where I ended up eventually making my wealth. I had been working with three other programmers on a project related to advertising/newspapers. I was the reporting piece, and they were the main application piece. Their total disdain for reporting and anything related to it was an indicator that “programmers think ‘reporting’ is beneath them”. I knew I was a 7 on a scale of 1-10 in programming, but if I specialized in reporting I could be a 10… so that’s what I did. And then after committing to “reporting”, I then created software for a specific reporting industry I had specialize in, and the rest is history (at least my history — haha).
And in my early IT career during the late 80’s and early 90’s, I took a path where I could excel by choosing a “lesser” field. It got me into management positions at a much younger age than my peers, because I was much smarter than those around me. I was in my young 20’s managing folks in their 30-50’s. Understand, I wasn’t even close to the smartest in the company per se, but I was the smartest in my chosen field (a field I chose on purpose). Think of it like if a graduated, degree’d Doctor chose to be a Nurse. He could be the smartest, most talented nurse on the planet. “Choice of Occupation” is HUGE.
Mi-77 says
better be a bigger fish in a small pond, i get that! 🙂
Mani says
What type of software company is it? B2B, B2C, both? Im about 21 with a software interest and wanted to learn about your experiences.
Mr. Hobo Millionaire says
It’s B2B.