One Man LBO

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One Man LBO

@OneManLBO

Former investment banker | 10Y at value hedge fund | next: self-funded search for SMB (Mountain West). Posts opinions, not advice.

Mountain West เข้าร่วม Ekim 2023
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One Man LBO
One Man LBO@OneManLBO·
Today marks the end of an era for me, as I exit public market investing after a 10+ year run at my hedge fund. My last day as a W-2 draws to a close. This is it. I'm stepping off "the path", out into the unknown. The professional linearity of the track so many aspire to -- Ivy League degree, investment banking, buy-side stint, single family house in a nice suburb -- is broken. Purposefully. All to take a bet on myself. This moment has been in the making for some time. In my own head, I've lived this reality for so long that now that the moment is actually here, it feels eerily quiet. Almost like a non-event. Not so for some neighbors, friends, and family -- reactions range from positive curiosity to sheer shock. I think life is best lived in seasons or chapters. It was time for a new one. And sometimes, to start a new chapter, it takes a decisive act of violent agency. You quit a great job, you sell a beautiful house, and you move a couple thousand miles. To a lot of people, that doesn't make any sense. But we want this for our family. We want to be out West, and we want to call our own shots, create our own autonomous luck in this life. That's all that matters. It's a simple matter of long-term priorities, with confusing short-term optics for now, and I'm OK with that. I've heard the full range of feedback on Search over the last few years. The hype, the success stories, the horror stories, the "don't do it, no good listings, brokers suck, this is the top" warnings. At the end of the day, I think reality is a spectrum, and the experience needs to be uniquely lived. I need to go out, encounter my own unique truth, take a few (OK, very likely a thousand) punches to the face, and hopefully create the best conditions for luck, to the extent any control can be exerted over this at all. The market is what it is. I need to find my own answer. The worst outcome isn't failing to locate and close on a decent asset. It's the nagging questions at the end of this life. "What could have been, had I seriously tried, gone all out and applied myself to the best of my ability, made the most of my God-given talents?" Only one way to find out. Here we go.
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One Man LBO
One Man LBO@OneManLBO·
@irentdumpsters What took you so long? Anyone who’s willing to maintain a “pleasant” real life vs. toxic online persona discrepancy for the pure sake of business expediency isn’t worth my time… they’re compromising on core principles I care about.
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Bodhi- Local SEO
Bodhi- Local SEO@irentdumpsters·
Officially muted Nick Huber on Twitter This app is going to get so so so much better for me now
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One Man LBO
One Man LBO@OneManLBO·
@deathmetalv10 @vrexec That’s how I’m using it. You can’t really buy catastrophic plans anymore. This is kinda like that (the first $500 per health event are funded by me)
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Eruditus
Eruditus@deathmetalv10·
@OneManLBO @vrexec Would crowd health make sense as an alternative to a true catastrophic plan? I really only need health insurance for worst case scenarios - don’t need to expense bills in the hundreds or low thousands. But the coverage of the big ones needs to be bulletproof.
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VEO@vrexec·
Lots on our mind about if and when we'd move back to the US from Europe. I find most people with an opinion re EU v US income/tax/COL are very uninformed. Here's a simple breakdown of the reality... Say you earn $250K in Amsterdam vs Philly suburbs. In the Netherlands, between the ~50% marginal income tax rate and the wealth tax, you're paying a bit over 50% in blended effective tax. In the US, after adding up fed, state, FICA, local prop tax... you're a bit over 30%. 20pp difference... that's massive and what most people point to as the headline delta. But... family health insurance premiums are a huge consideration, whether you're self-employed or working a W2. Yes it's higher for self-employed, but W2 premiums have also skyrocketed. If we moved back to the US, our health insurance premiums would increase 650%.. with no material improvement in quality. This instantly erases more than half the tax savings between US and EU. Now add the fact we'd need probably 2 cars versus not owning any cars (we walk, bike, train, bus, zipcar). That's another $10K annual delta (at least). Now add education. Our kids are in an educational program today that costs us $0, but would cost $40-50K all-in back home in the US. This is what blows our COL out of the water if we were to move to the US... despite a massive tax savings. In the NL, these extra costs typical of American life are baked into the tax rate. Even if we sent our kids to a good public school, this would mean higher housing and property tax costs. But imagine you could find a great school without such additional costs... you're still ending up around the same net savings rate as if you stayed in Europe. Then you say, well, just make more money. Go for $500K or $1MM/year income to gain the tax leverage.. but even then it's not much. And sure... the US is where you want to be if you're pushing that level of income partially due to the culture. But putting aside how easily said that is than done, the real question becomes... why? What are you sacrificing for that level of productivity? Being "successful?" Being "elite?" Being "the man?" Who cares? Do your kids care? Your wife?
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One Man LBO
One Man LBO@OneManLBO·
@vrexec @blueprintsmb22 It’s not insurance. So a handful of blue states slap a penalty on you for not paying the medical industrial complex
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VEO
VEO@vrexec·
@blueprintsmb22 @OneManLBO Well that changes things for sure. So those states don't consider it to be "real" insurance?
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One Man LBO
One Man LBO@OneManLBO·
@vrexec In 90% of cases it’s because they don’t understand it and the visceral reaction of “oh no, it’s not health insurance” keeps their mindset trapped. Look into it. Full write up here
One Man LBO@OneManLBO

In 2026, our family of four is ditching traditional healthcare insurance and covering most of our medical needs for $600 / month. Here’s how we’re doing it. For anyone self-employed and / or looking for coverage options more affordable than traditional ACA exchange insurance, here are my notes from just having done a deep dive into this over the last couple of weeks. Note that A) none of this is medical advice, B) this may NOT fit your family’s personal needs given this is NOT health insurance, and C) you may face additional complications and penalties if you’re located in the handful of states that impose an individual health insurance mandate. We happen to be in a state that has no such mandate. For next year, we have decided to do a combination of @JoinCrowdHealth and Direct Primary Care (DPC), which should cover basic healthcare needs for our family of four for an all-in cost of less than $600 / month. What is CrowdHealth? It’s not health insurance, but a community of members that crowdfunds higher-cost health events (ER visit, surgeries, etc.), which you submit with a self-participation amount of $500. So as an example, if you have to go to the ER and end up with $2,500 worth of bills, you submit this amount to “the crowd”, and if it gets funded, you pay $500, and the community pays $2,000. Funding is not guaranteed and since this is not health insurance, you have no regulatory recourse, but the historical track record looked good enough to me to get comfortable with this risk (something like 99%+ of claims submitted for funding did get funded). My main concern here were extreme high-cost events like cancer. I tried to actively locate stories of funding denial, but ended up coming across mostly positive anecdotes. The company features several case studies of funded health events (including cancer) on their Twitter page, and overall anecdotal feedback from Twitter friends was also positive, including one that got ER events funded. CrowdHealth reduces cost of care through two primary means: 1) focusing on non-obese, non-smoking members, with very limited coverage for pre-existing and chronic conditions (so their risk pool is quite healthy on average, much healthier than for ACA plans), and 2) aggressively negotiating down medical bills with hospitals and other medical providers, which treat you as a self-pay / cash pay patient and therefore are not bound by insurance negotiated rates. What is Direct Primary Care? Think about this as basic-medical-care-as-a-service. You pay a primary care physician practice a fixed monthly subscription fee per month, and in exchange you can come in for virtually unlimited appointments and basic services (some of these practices include lab test coverage, others charge you very low wholesale pricing they have negotiated with third-party labs). Often these primary care doctors will also provide pediatrics, basic dermatology, and women’s health services. The basic idea is that your family physician should be able to cover 95%+ of your routine (non-acute) healthcare needs in-house, without having to refer you to an army of specialists, and to prevent higher-cost urgent care and ER visit episodes unless absolutely necessary. In our area, we can enroll our family at a DPC provider for $200 / month. That is a really good deal, considering that I estimate that a single doctor visit billed through traditional insurance would likely run us $100-$200 (going straight to deductible), even after discounts. How can DPC care be so cheap? It's mainly because most of these DPC providers don't work with insurance plans at all. They get paid direct cash subscription fees by their members. So they have radically lower and simpler overhead (less billing, coding, and collection admin), and the doctors can spend more time with patients and focus on medical care provision rather than dealing with insurance headaches. Putting CrowdHealth + DPC together CrowdHealth charges a family of four a $240 / month basic administrative fee ($60 per member), and then the monthly contribution towards other members’ medical expenses is a maximum of $420, but has run closer to $255 / month actual for most of 2025 (you only pay for actual expenses that the risk pool incurs every month). However, if you and your spouse agree to submit a couple of lab tests showing that you are in good health (test costs also partially reimbursable by CH), you can get a discount of 10%-20% on this monthly contribution. So in theory, if you secure a 20% discount on the $255 / month medical contribution, you end up closer to ~$200. Add in the $240 admin fee and your monthly all-in CrowdHealth bill could be as low ~$450 / month. But it gets better. CrowdHealth allows you to submit up to $300 per member per year for “wellness expenses”, which could be an annual physical, dental, or, importantly, DPC membership fees. So if a family of four is in theory eligible for up to $1,200 / year ($100 / month) reimbursement, then if you submit your DPC membership costs for funding, the effective cost drops from $200 to as low as $100 / month. For the entire family. So now you have 1) $450 / month for CrowdHealth (for catastrophic / high cost events), plus 2) $100 net cost / month for virtually unlimited basic DPC services from your primary care physician practice. $550 / month all-in for a family of four. That’s pretty good. Any stuff not covered by the DPC (labs, specialist visits, higher acuity outpatient procedures etc.) would obviously come on top of this. Again, this is just one man’s opinion and decision. This is not health insurance. This requires a leap of faith and some risk tolerance. Do your own diligence, choose your own path. Do what’s right for YOUR family (which I can't tell you). I’m just posting this in case it’s helpful to some folks, knowing about one option that I was completely unaware of up until a couple of weeks ago.

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VEO@vrexec·
@OneManLBO I'm surprised this exists and not 100% of everyone (without pre-existing) in the country are instantly switching.
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One Man LBO
One Man LBO@OneManLBO·
@vrexec No upfront testing. If you do have an issue that looks like it may be tied to preexisting, they do a medical records inquiry
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VEO@vrexec·
@OneManLBO how do they test for those conditions? full body scans? who pays for those?
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One Man LBO
One Man LBO@OneManLBO·
@vrexec Preexisting / chronic conditions covered only after two years and with dollar limit. Not an issue for us. Everything else has been vastly superior experience than any junk ACA plans
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VEO
VEO@vrexec·
@OneManLBO What is the catch with CrowdHealth?
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Patrick Dichter
Patrick Dichter@patrickdichter·
Fool me three times, can’t get fooled again. We tried cold email marketing again for a 3rd time with zero results. 👍
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One Man LBO
One Man LBO@OneManLBO·
@chandlerreed Had Achilles tendon surgery on both feet. Don't remember anything though, since I was a year old at the time. Good luck! Welcome to the scar club (I have massive scars on both feet and for the longest time thought that was normal as a kid)
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Chandler Reed
Chandler Reed@chandlerreed·
Your boy confirmed tore his Achilles. Going in for surgery as soon as tomorrow AM. Any advice for post-op recovery? Am open to any and all esoteric health X advice.
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VEO@vrexec·
some of my more burning thoughts lately are... - can be diagnosed with something terrible at any time... so everything related to money and business is a waste of time after some baseline financial level is achieved - we literally only live once - thinking about a total skill reset... going to medical school level thinking - every essay/video/story about someone with ungodly amounts of wealth is a distraction from the gods to throw us off course of what actually matters - most of the mega wealth being generated (that we hear about) is generated from immoral or pointless technologies that are net negatives on society - I'd like to learn piano and guitar - I'm 38 and wonder what my 48 year old self will say about what I am doing
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VEO@vrexec·
I am entering post-post-success. Anyone else?
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Clint Fiore 🦬 DM for Biz Deals
🚨 NEW DEAL ALERT! Boise, ID- Specialty Trade Construction Company 7 employees $2.2M Revenue $1M Adj. EBITDA Minimum Offer $2.7M - 20 year track record. - Incredible margins. Low overhead. Owner runs it from a home office and equipment stays on job sites. - Dominant in their niche in the Boise area with little competition. - Great systems, equipment included, and dialed in team and processes. - SBA eligible. - Ideal Buyer will be in Boise or be willing to move there. Currently available for Dealonomy Premium Members ($99/mo membership) to view only after signing NDA, and will be available for Non-Premium Members to view on March 26th. So sign up for a Premium trial today to view, or wait 10 days, your choice! Great opportunity to make an awesome living working from home and wearing jeans out on work sites in beautiful Idaho. Link to NDA and next steps below. 👇
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Blueprintsmb
Blueprintsmb@blueprintsmb22·
A finance nerd at heart and a SMB owner, I love it when other owners know their numbers. Rooting for you @A_LastingLegacy! This guy plays to win 💪
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Kyle Brown
Kyle Brown@MSUKyleBrown·
@benkellyone You’re not going to double or triple a biz that you’re running passively with a $60k GM…
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Ben Kelly
Ben Kelly@benkellyone·
What a great small business acquisition looks like: • Business: $1M asking price • Annual cash flow: $250-300k • SBA loan: 90% ($900k) • Investor down: 10% ($100k) • Investor equity: 15-20% • Your GM cost: ~$60k/year • Your net after debt service: $100k+ • Year 5 exit value: $2-3M All comes down to a good deal structure. You can do this.
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One Man LBO
One Man LBO@OneManLBO·
@real_MikeBarnes It was fine and comfortable, but I just wanted more for my family’s life. Life is too short not to be excited about it
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One Man LBO
One Man LBO@OneManLBO·
100% agree with this. Best decisions in life have a "control premium". -> you should pay more / make financially costly decisions in exchange for more autonomy Moved our family to Boise, Idaho last year. And have never been happier, despite making a fraction of average income I made during previous decade plus in East Coast high finance. Betting on myself that this is a temporary earnings dip and that I'll ultimately accelerate from below to above trend line. But even if my income were to be permanently capped from here on out, I'd still consider it the right decision. There is enormous life satisfaction derived from "you can just do things" and restructuring your life in a way that fits your values, trajectory, and desired environment. The intangible happiness return is incredibly invigorating, more than dollars could ever be
Blueprintsmb@blueprintsmb22

One big realization of 2 decades of working: Even if it’s simply perspective, the belief one has agency/control over their situation is the key to happiness. I had W2 jobs on the buyside with literal 7 figure guarantees. However the inability to control positioning sizing or size of my sectors exposure drove me to levels of insane frustration. Or seeing other parts of the book implode offsetting 8 figures of p@l contribution in my coverage drove me nuts. Some of my highest earning years were my most unhappy professionally. Some of my best income years were better as an analyst than when I was a portfolio manager, but having 100 pct control of the book as portfolio manager meant my happiness was much higher even in the years my income was lower than some of my analyst income years. As a junior banker, it was more doing nothing all day only to get staffed on a bake-off on a Thursday evening at 5pm that would ruin the next 4 weekends in a row. The lack of control was brutal. I bring this up as more of my conversations with friends or strangers looking for advice lately have centered around this idea of agency/control. Recently it is high earning W2s frustrated with pointless meetings, the inability to get promoted until someone dies or retires, or the existential concern that the AI justified job cuts will eventually hit them. I always warn people that in small business ownership, the idea of control is over-stated with employees sometimes not showing up, customers paying late or not at all, and vendors or freight companies making mistakes. That said, this path has been working for me. Most are better off just finding another W2 (I know easier said than done in this job market.) My business has been negatively impacted by tariffs and now oil prices driving up resin prices. I can only adjust and adapt. We will be okay. I wish someone had told me in my early 20s when I was starting my career that choosing path where I could have more autonomy and agency in my 40s would be more important than maximizing income in my 20s and 30s. I’m fortunate that things have worked out in life and I’ve been blessed with more than I deserve with a wonderful family, but I do think alot of super smart W2s in high income paths should think about reverse engineering what a good life looks like for them at 40 earlier over maximizing near term compensation (I get a lot of inbounds on what is fair pay in hedge funds even though I’m more than 3 years removed from the industry while the industry has gone bonkers with respect to comp).

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One Man LBO
One Man LBO@OneManLBO·
@rev_cap Totally. I think initial sacrifice / partial win is needed to secure the means to make costlier autonomy decision… you emerge out of the scarcity mindset gradually
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Rev Cap
Rev Cap@rev_cap·
@OneManLBO For sure. But doesn’t it help to play the game after you’ve already kind of won? (Secured some financial freedom)
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Zach Whitt
Zach Whitt@ShowMeYourCIM·
I brought donuts to my kindergartener’s class this morning I asked the teacher what she was doing to hasten her own replacement by AI The ultimate sacrifice She said “what?” (She was helping a 5 year old wipe) I told her @karpathy says her job is a 6/10 risk of being replaced by automation She said “who?” So I opened up a terminal and typed a single word “Claude” She cried. Tears of joy The class cheered She hasn’t looked at the children since
Kaito | 海斗@_kaitodev

5 minutes ago, @karpathy just dropped karpathy/jobs! he scraped every job in the US economy (342 occupations from BLS), scored each one's AI exposure 0-10 using an LLM, and visualized it as a treemap. if your whole job happens on a screen you're cooked. average score across all jobs is 5.3/10. software devs: 8-9. roofers: 0-1. medical transcriptionists: 10/10 💀 karpathy.ai/jobs

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Jared Hardin
Jared Hardin@JaredDHardin·
Yesterday was my last day as an employee working for someone else. I'm officially going all-in on my parking lot maintenance business! It is risky, but every situation has risk, including being a white-collar employee due to AI. We'll see how this goes.
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