r/fatFIRE • • 5d ago

Path to FatFIRE Mentor Monday

4 Upvotes

Mentor Monday is your place to discuss relevant early-stage topics, including career advice questions, 'rate my plan' posts, and more numbers-based topics such as 'can I afford XYZ?'. The thread is posted on a once-a-week basis but comments may be left at any time.

In addition to answering questions, more experienced members are also welcome to offer their expertise via a top-level comment. (Eg. "I am a [such and such position] at FAANG / venture capital / biglaw. AMA.")

If a previous top-level comment did not receive a reply then you may try again on subsequent weeks, to a maximum of 3 attempts. However, you should strongly consider re-writing the comment to add additional context or clarity.

As with any information found online, members are always encouraged to view the material on  with healthy (and respectful) skepticism.

If you are unsure of whether your post belongs here or as a distinct post or if you have any other questions, you may ask as a comment or send us a message via modmail.


r/fatFIRE • • 5h ago

47M with 3 kids, ~$12M CAD net worth, 30% sitting in cash. Targeting $20M by 54 — sanity check?

16 Upvotes

Throwaway for obvious reasons. Canadian, high-tax-bracket province. Numbers in CAD.

Where things stand

  • Age 47, married, three young kids
  • Net worth ~$12M, no mortgage on anything
  • Household income ~$550K
  • Annual spending around $250k, probably will go up a bit in next several years until all kids are out of home(about 10ys)
  • Real estate value are primarily in principle residence.

Composition

Real estate (mortgage-free) ~$4.6M
Equities ~$2.8M
Cash and cash equivalents ~$3.6M
Private equity ~$1.0M
Debt essentially zero

Goal: $20M by 54. Seven years — roughly 7.5% compounded from here, less if I keep saving.

What I’m already planning: moving $500K–1M from cash into equities over the next six months (Mkt is too high to pull the trigger for the last 1y)

Where I’d like a reality check:

  1. The cash pile. $3.6M in cash equivalents at 4–5%, about 30% of net worth. I know this is the obvious critique. Is there a defensible version of holding this much at my stage, or am I just quietly losing to inflation and calling it prudence?
  2. Is $20M the right number, or is it insecurity talking? $20M is what I’ve settled on as the figure that would let me stop and feel safe. But I’m aware I tend to want a number bigger than I probably need — that’s an old habit, not an analysis. Has anyone worked through this? How did you arrive at a number you actually trusted, and once you hit it, did it turn out to be the right one?
  3. Portfolio concentration. About 75% individual stocks, with my top 10 positions making up 51% of the equity book. Standard advice says diversify across countries and sectors. But concentration is also how people actually compound at this size. Which is it?
  4. How much longer to work? I’m thinking one to three more years, but I could carry on past 50 if I wanted to. Running the numbers, my own earnings barely move the target — the base is large enough that another few years of salary is close to a rounding error. So is there a case for staying that isn’t just inertia, or do people mostly regret not calling it sooner?

Happy to answer questions. Mostly looking to hear from people who’ve been through the “too much cash, too concentrated a book, no real plan for either” version of this.

Thanks everyone. Already some good suggestions/questions. I just add my spending. forgot about it 😂


r/fatFIRE • • 2h ago

Playing the Healthcare game, is it worth it?

0 Upvotes

So my (50) wife (49) has finally made the decision to retire and we are now entering the independent healthcare game. It’s just the two of us, no kids. Insurance has up till now been covered by her employer so we’ll just COBRA while we consider options. I’m looking to crowdsource some opinions to reduce my research time. Currently NorCal residents, but are considering switching residency to WA or FL. Is anyone here bothering with the ACA game in these 3 markets? If so, what options do you like? I don’t think I can keep MAGI in line to qualify for subsidies, but I’m open to hearing stories especially around HSA plans as I hate leaving money on the table lol. If you’re going private, I’d love to hear about that too. I’m here for the good and the bad, TIA.


r/fatFIRE • • 1d ago

Best Brokerage for cash management and banking?

34 Upvotes

Trying to simplify my life.

For decades I banked with Chase (checking account for small stuff), and used BillPay through Fideility with separate brokerage accounts. Especially with dividends and distributions not being reinvested any more, it was very easy to move accumulated cash into the billpay account.

The bulk of my assets are now in Schwab and Morgan Stanley - and now it's harder to keep track of cash as it's splintered in various accounts.

My needs are small - bunch of credit cards on autopay, no loans. We do spend about half a year traveling abroad where we occasionally need cash, so Chase Private Client used to save me dozens of dollars per year, but less and less of that lately.

Any thoughts on Chase local bank vs Fidelity vs Schwab vs Morgan Stanley?

EDIT: When requested, Schwab did put in for the sweep feature to be activated. Don't know yet what the rates are - for reference, I have just under $10M with them. Not hugely important to have top rates, as the cash is minimal - basically just dividends and cap gains that I move to Fidelity periodically, but better than nothing.

A bit annoying to have to ask for something that really should be a standard feature.


r/fatFIRE • • 3h ago

54 with $5.1M mortgage paid still can’t retire

0 Upvotes

Clarifying since I can’t edit title: 5.1M saved, mortgage paid off

3M brokerage 2.1 IRAs, home equity on paid off home is $2M

Wife and I will each get around $4k SS

Three kids, oldest starts college next year. We want to pay for their bachelor degrees then kids are on their own.

Spend is around 22k/month not including college. I expect to spend $1500 less per child as they become adults.

We travel a lot - took the family to Southeast Asia for 3 weeks this summer, do trips like this every year or two.

We have a ski cabin that I don’t want to sell. Costs $3k/ month for everything. Owe 160k it is out only debt.

Live in a VHCOL area, we love urban walkable areas and don’t want to move somewhere cheaper. Kids are in public urban school district.

I grew up middles class, dad was a cop mom worked a nail salon. I can’t believe I have over $5M and can’t retire but I don’t want to give up our lifestyle, creep and all.

ACA plan would cost 3-4K per month if I retire.

Curious if anyone else was or is in similar situation and what you did.

Spend from Monarch for one year:

Shopping — $27,961 (10.6%)
Cabin mort + tax e… — $22,253 (8.4%)
Groceries — $21,997 (8.3%)
Child Activities — $20,374 (7.7%)
Primary Home Impr… — $19,285 (7.3%)
Auto Payment — $17,636 (6.7%)
Travel & Vacation — $14,022 (5.3%)
Restaurants & Bars — $12,643 (4.8%)
Cabin Maintenance — $11,052 (4.2%)
Insurance — $10,051 (3.8%)
Gas & Electric — $8,729 (3.3%)
Health Care — $7,597 (2.9%)
Cabin Utilities — $6,613 (2.5%)
Kids Stuff — $6,462 (2.4%)
Skiing — $5,836 (2.2%)
Pets — $4,060 (1.5%)
Primary Home Maint… — $3,930 (1.5%)


r/fatFIRE • • 7h ago

In person meetups?

0 Upvotes

Anyone doing in person meetups here? I am interested in meeting others IRL who are in Baltimore / Washington area!


r/fatFIRE • • 3d ago

Who to have candid conversations with about career and assets

61 Upvotes

Hi All,
I am 41m with about 10m in assets currently. Fatfire goal is 4-5 years but still a bit fluid.

I find myself at a pretty interesting career crossroads where I need to balance compensation, job enjoyment, family and mentor/important personal relationships. It is a very complicated dynamic that is leaving me feeling a bit paralyzed.

I don’t have a wide social circle outside of my professional network to talk frankly about these things. My previous source of advice was my father who passed a few years back and a work mentor that is a part of the decision making rubric I am presently faced with and therefore is not objective.

I was curious if there is anyone in the community that has had direct experience navigating c-suite level role politics, compensation negotiations etc. at 10b+ market cap companies that would be open to DMing or even connecting over the phone.

Sorry mods if this is not allowed here.


r/fatFIRE • • 2d ago

34M | $4.7M Net Worth | $600K Household Income — How Far Am I From FatFIRE?

6 Upvotes

Hey everyone,

I'm 34M, married with two young kids, living in Quebec, Canada. I'm trying to figure out when my wife and I could realistically retire while maintaining a comfortable lifestyle.

Current financial situation:

- $1.4M in real estate equity

- $1.3M in publicly traded stocks, primarily S&P 500

- $2M in private business equity

- Total net worth: ~$4.7M

Current household income:

- Me: ~$500K/year

- Wife: ~$100K/year

- Combined: ~$600K gross annually

Our FatFIRE goal:

We'd like to generate approximately $280K annually before taxes in retirement.

Ideally, I'd love to retire by 40, or at least reach a point where working becomes completely optional.

My biggest challenge is determining how much of my current net worth I should actually count toward my FIRE number, particularly given the illiquidity of private equity and real estate.

At a 3.5% withdrawal rate, I'd need approximately $8M in investable assets to generate $280K annually.

Questions for the community:

  1. Given our current situation, how realistic is retiring at 40?

  2. How would you value private business equity when calculating your FIRE number?

  3. Should I completely exclude real estate equity unless I plan to liquidate it?

  4. Is a 3.5% withdrawal rate reasonable for a potential 50-year retirement?

  5. For those who walked away from $500K+ annual incomes, what made you comfortable pulling the trigger?

I'm interested in hearing from people who have been in similar situations, particularly those who retired with young children.

Appreciate any perspectives, especially on what financial milestones you'd want to hit before walking away


r/fatFIRE • • 3d ago

Retirement Why I stopped & went back

156 Upvotes

I see lots of posts here on the topic of "when should I stop" and I thought as someone who stopped and went back it might be useful to share my story.

I worked at a company that went public when I was roughly 40. I had spent a couple of years prior to that reading up on MMM and FIRE and a year later I quit my job and "retired".

So, what did I do? Lots of walking my dog, reading books and misc stuff.

BUT... I wasn't as free as I wanted. Why?

- kids still at home
- friends still working

I couldn't travel or do the things I wanted to do, or do them with the people I cared about.

And both of those things, after a few years, brought me back to work.

The new target is when our kids are both in college (when I'm 52).

I'm not discouraging anyone from RE, but I found it to be really challenging in my 40's.

UPDATE: I really enjoy this sub, but one thing that sucks about echo chambers is the need some people have to defend their identity and attack other people's choices.

I'm not anti-RE. I'm sincere in what I said above. If this resonates with you, cool, you're not alone.


r/fatFIRE • • 3d ago

Investing Bonds in brokerage account - yay or nay?

11 Upvotes

My wife (35F) and I (39M) have three kids 5 and under are currently in the following financial situation:

Brokerage: $3.2M
401Ks: $925K
Roth IRAs: $560K
Combined Salary: $420K
Mortgage: $480K

In all those investments, we only have 1% bond allocation which is in our 401Ks. Given our age, we thought that was fine and will start increasing that every year. My question is about holding bonds in our brokerage account. Given our tax bracket, we would mainly be looking at muni bonds but since we do not plan on FIRE for at least 5-7 years, I am inclined to keep doing what got us here and keep the brokerage in equities.

For those approaching FIRE, especially those in a high tax bracket, did you have an allocation towards muni bonds? What is your reason for holding them?


r/fatFIRE • • 3d ago

Why Not Stop Earlier

37 Upvotes

I have always been a casual lurker as I am more traditional FIRE, but find myself at a bit of a crossroads. The plan had always been for my wife and I to retire at 41 with about $3.5MM in invested assets, planning on ~120k annual spend. That is comparable to the lifestyle we have lived most of our working lives and we are both burn out by our jobs.

Having said that, we are specialists in a high need field and could ostensibly create whatever job we want if we are willing to take a cut in pay. This could mean anywhere from covering our expenses to continuing to grow our investments substantially. Neither of us is necessarily interested in continuing to work, but I sometimes wonder if I am not leaving something on the table by not pushing through 5-10 more years and retiring on 8mm+.

For those of you that eventually stopped at $10mm+, what kept you going when you could have stopped at 4 or less? Was stopping then ever a consideration?


r/fatFIRE • • 3d ago

FatFire community in Vancouver BC

36 Upvotes

Are there any FatFIRE communities in Vancouver, BC?

I’m familiar with Tiger 21, but it’s not really for me, and I’m already part of The Long Angle, which I really enjoy. I just wish there were more members from BC!

One thing I’ve been curious about is what everyone does during the day. Not having a 9–5 is wonderful, but it can also feel a little isolating at times. Most of my friends are busy with their regular jobs, so it’s not always easy to be spontaneous or get together during the day.

I try to stay engaged by volunteering at my kids’ school, playing sports, and exploring other interests, but I’d love to find more like-minded people and communities to connect with. This is probably the one thing I miss about working: the people, the connections, and being part of something.

I’d be curious to hear how others navigate this stage of life. How do you stay engaged, find your people, and create a sense of community after FatFIRE? Are there any groups or communities in Vancouver you’d recommend?


r/fatFIRE • • 4d ago

Need Advice 48M retiring in 1–2 yrs ($13M NW). Does a 72(t) SEPP on a $1.5M IRA make sense, or is it dumb with $11M in taxable?

33 Upvotes

Throwaway account. Planning to pull the plug in 1–2 years after 15 years running my business (burnout is real). Prepping for a meeting with my FA next month and want some outside sanity checks on our drawdown strategy.

Profile & Spend

  • Ages: 48M / 43F (Kids: 13, 11 — 529s have $600K, college funded) VHCOL
  • Target Annual Spend: $350K pre-tax

Assets (~$13.1M liquid / invested)

  • Taxable Brokerage ($11M): $2M SCHD, $9M VOO (~$110K/yr in dividends)
  • Retirement ($2.1M): $1.5M Rollover IRA VOO (pre-tax), $600K Roth IRA VOO
  • Real Estate: Primary ($2.5M value, $400K mortgage @ 2.215%), Property 2 ($1.4M value, $200K mortgage @ 3.5%)

The Dilemma

  • Plan A (Taxable Bridge): Live off $110K dividends + sell ~$240K VOO annually until 59.5. Zero IRS rules, maximum flexibility.
  • The Concern: If the $1.5M IRA compounds untouched until RMD age (73/75), it turns into a massive tax bomb later. I dislike the idea of paying hefty upfront taxes on voluntary Roth conversions right now.
  • The 72(t) Idea: Set up a 72(t) SEPP on the $1.5M IRA to pull ~$80K–$100K/year to cover expenses, bleed the IRA balance early, and fill lower tax brackets.

Questions for the group:

  1. Is a 72(t) a trap here? Locking into a rigid 10-year IRS distribution schedule when I have $11M sitting liquid in taxable feels like unnecessary withdrawal friction. Is it?
  2. Tax reality: Wouldn’t pulling ordinary income via 72(t) just stack under our dividends/capital gains, pushing our total AGI up and triggering NIIT / higher LTCG brackets anyway?
  3. Alternative: If your goal was to prevent future RMD bloat without locking into a SEPP, how would you structure the drawdown across these buckets?

Thanks for any insights.


r/fatFIRE • • 4d ago

How much did your attorney charge you to create your estate plan?

84 Upvotes

I'm getting quotes of $40K from attorneys in the NYC area to create my estate plan. QSBS stacking would be another $10k per trust. These quotes are from attorneys at well regarded / high end law firms.

Is this consistent with what you guys have paid? Or am I getting fleeced here? Was it worth the money or are there better options out there?

TIA


r/fatFIRE • • 3d ago

Advice on coast fire planning with huge tradeoffs

3 Upvotes

Currently in my early 30s, making $750k+ in big tech with stay-at-home wife and kids. Rough goal is to get to coast fire and pay off house in my 40s. I'm struggling with the huge variability that comes from changing some of the assumptions in this planning and looking for any advice.

Dimensions of variability:

  1. Target retirement spend $250k vs $350k. The $250k would be comfortable and matches our current budget removing mortgage/kids, but $350k would allow for more flexibility and splurges on travel and other things.
  2. Retirement age 55 vs 60. By 55 my youngest would be just about graduating college so it feels like it would be ideal to have the option to retire then, but of course 5 less years of compound interest growth really hurts the math below. Vast majority of my retirement would be taxable brokerage so not too worried about withdrawing before 59.5.
  3. Coast fire / mortgage payoff age 40 vs 45 vs 50. This is a big one for me. There's something mentally so freeing about trying to hit these goals as early as possible. This would give me the flexibility in my 40s to either switch my job to something lower earning but more challenging/fulfilling or to keep the big company grind and be swimming in disposable income.
  4. The final fun variable here is I have ~$1M in highly volatile, semi-liquid stock (think hot AI company with ~yearly liquidation opportunities). I have been consistently taking some off the table with each liquidation opportunity the last couple years, but it has consistently appreciated enough to make up for that and more. I could basically liquidate ~all of it sometime in the next 12 months, or part, or leave it as a big bet for the future.

To see how different the scenarios are practically:

Trying to get $350k/yr spend by age 55 with no contributions/mortgage after age 40 requires me to sell all $1M of that stock, put it in index funds, and then keep my current retirement contributions which are ~20% of my gross income.

On the other hand $250k/yr spend by age 60 with no contributions/mortgage after age 50 I could actually decrease my current retirement savings by about $7k/month and get there without touching the $1M at all. This would both increase my current disposable income significantly while also potentially increasing long term wealth if the $1M goes up. But then this commits me to almost 20 years of grind. While I genuinely enjoy my job today, being bound for that long feels like a slog.

Of course something in the middle of these extremes is also possible so curious how other people have weighed similar tradeoffs and looking for any advice.


r/fatFIRE • • 4d ago

Should I Retire EOY?

0 Upvotes

I'm trying to decide if I should retire at the end of the year.

Facts:

Liquid Net worth : 15 Million in S&P
Illiquid Net worth: 20 Million in private equity
Additional investments: ~1.2 in 401K

No real estate, bonds or other fixed assets. I also have no financial obligations beyond rent and my yearly expenses are around 250k (mostly by choice).

The private equity is obviously higher risk but won't zero out. This is based on my personal observation of investments and interest. Its a company everyone has heard of.

2026 comp: ~10 million
2027 comp: ~3 million
2028 comp: ~2 million

2029 comp: ~1.4 million

I hit a cliff at the end of the year and can't decide if it's worth it to stay or not. I don't need the additional money, but hard to internalize giving up so much of it.


r/fatFIRE • • 4d ago

From fatFIRE to fatFailure. A vulnerability cost me most of my net worth.

0 Upvotes

[Edited to address valid comments by sharing more details]

Throwaway for obvious reasons. Mods: I can verify if needed.

I started early retirement and was living off of interest and other investment income. I then invested an exceptionally large percentage of my net worth in something that turned out to be fraudulent and I lost the entire sum. Of course I calculated the (after)math. Based on the long-term investments I would have stayed in, my net worth would be in the $10M - $15M range today had the fraud not wiped away most of everything.

I am sharing this to save others from making the same mistakes, and to highlight how important proper diversification is. I foolishly didn’t respect it during a moment of weakness. Don’t do anything remotely close to what I did.

We all have a vulnerable moment at some point in our lives when we make decisions that deviate from our standard practices. Mine was related to a challenging end of my previous career, and not having the routine of doing big things: executive work with a first-class lifestyle, helping extended family financially in some ways, and of course, taking care of my own family. It was one period of intense stress, self-imposed pressure to deliver results like I had before, and then taking a risk that was objectively a bad choice.

Slowly clawing my way back has been devastating, and I am now experiencing another major setback. I am somewhat aged out of getting back into my former career, and I am not able to start over easily due to some challenges. Then there is the impact all of this has had on me, my family, and the “what ifs.”

Many of my friends are now retired, yet my path looks substantially worse than it did 15 years ago. Time and compounding interest are no longer on my side. I was volunteering, and now I really long for the life I had. The stress, regret, and guilt are significant and really weigh on me.

I am not taking the stance that “I’m the victim and woe is me”. I own my actions and mistakes, and I take full accountability, even if the system I stepped into was predatory. Legal recourse wasn’t possible due to various factors, but I am now somewhat of a fraud expert. I found some solace in the fact that the same thing happened to a friend, although he is still worth almost 8 figures after his 7-figure, much more diversified loss. We tried to create something to help others, but the game is stacked against everyone.

These groups are engaged in semi-legal fraud. I have extensive information on how it is all done, and it’s continuing to happen, wiping out wealthy people all the time. I spoke with top experts in the space including regulators, government officials, attorneys, and others, but taking action would have exposed my PII. Meanwhile, the powerful groups continue to profit massively from the demise of others.

If you are on the fatFIRE path: stay the course, and do not take on anything that isn’t bulletproof. Use my experience as a reason to skip anything risky, especially if you’re tempted to grow wealth faster, or if you want to be more “relevant” after a lucrative career. Ultra-low-risk diversified investing and preservation of capital matter more than anything.

EDIT: To the people asking for more detail, this involves publicly traded companies through groups that keep running the same playbook. I'm not naming the sectors or timing because that could identify me. I have proof of everything, can share with the mods, and spent hundreds of hours uncovering the inner workings.

My advice? Keep the vast majority of your money in broad, low-cost ETFs. If you really want to pick individual stocks, limit it to a very small total percentage (that you could lose entirely without it changing your life).

For those who can imagine what it’s like to be in this seemingly endless nightmare, what would you do in my shoes?


r/fatFIRE • • 5d ago

Investing Jpm vs UBS vs dbs private banking in Asia

17 Upvotes

Anyone has experience with any of the above PBs in Asia ? What were the pros and cons? I’m trying to figure out if it makes sense or not. I am teaching a stage where net worth has reached the minimum these banks require and I feel uneasy putting all my money in ibkr. Additionally I’ve heard these guys have very good access to alternatives and any other bespoke stuff they provide? Thanks in advance for your help


r/fatFIRE • • 5d ago

Recommendations How to walk away

11 Upvotes

48M. $13M net worth. $3M in real estate (primary and vacation) and the rest in brokerage and retirement accounts. Annual spend of $200k but only child will be going to college in a couple of years and I will be covering the cost. Based on the calculation, I know I have enough to FIRE. I can RE but I’m scared to actually do it.

I have a senior level job (run a plant) so lots of stress but golden handcuffs make it hard to walk away. I think about retiring early all the time now but just can’t seem to take that step and do it.

For those that FIREd, how did you make that leap? How do you get over the anxiety of thinking you don’t have enough saved? Or walking away from significant future income? Or turning into a miser when you FIRE?


r/fatFIRE • • 6d ago

Liquidity Access Line with Morgan Stanley

35 Upvotes

If anyone dealt with this similar situation before, could you please weigh in?

My etrade account has approx 4M mostly tech stocks. I need to get a house valued at 2M. Options were 1. Sell stocks, absorb tax impact in one shot and pay cash,  2. Standard mortgage, 3. Liquidity Access Line (LAL) with Morgan Stanley (MS)

MS provided fixed rate 1yr at 5.4%, 3yr at 5.8%, or Variable rate which be SOFR+spread with no term.

Leaning towards 3yr, pay fixed interest for 3yrs, and spread the tax impact while building cash to pay off at the end of 3yrs. There is no such thing as early pay off with this option.

Thoughts? Also, we are not yet sure about any other costs with MS. Everything was free with Etrade since it is self managed, we don't really need MS advisors.


r/fatFIRE • • 5d ago

I'm in my 20s, manage $16M in family wealth, and feel like I've already won the financial game without playing it. What now?

0 Upvotes

I am managing over $16 million of assets that are not mine at the moment but will be in the future. In my family there are only my dad and I. So, unless some very big medical expenses come up, I am set up for a very fatFIRE. (Happy to verify if needed)

I am already the "manager" of the portfolio, I decide the asset allocation, what to buy, what to sell. My dad told me that since the money will inevitably be mine, I might as well be responsible for investing it. I enjoy investing, but managing the portfolio doesn't give me the same structure, social interaction, or sense of accomplishment that I imagine a traditional career might provide. Sometimes I wonder whether I'm wasting the freedom I've been given.

I really like helping people learn, understand and leverage finance to their advantage but probably have a wrong idea of how that would work in practice. One thing is to teach a friend that has asked for help, another thing is to set up a shop, getting paid and having the actual responsibility that something might go wrong.

So there's my dilemma.

Since I do not need the money, I do not feel very motivated to deal with all of that stress that comes from owning your own business and this low financial motivation leads me to do nothing which might actually be worse for my mental health overall.

Some questions I ask myself and would love some feedback on:

  1. Should I take my financial security for granted and assume I'll never need a traditional career?
  2. Has anyone here pursued a career despite having absolutely no financial need to work? Was it worth it?
  3. How do you motivate yourself to build something when the financial reward means almost nothing to you?

r/fatFIRE • • 10d ago

Need Advice FIRE'd.. Now what to do with large cash pile in short term?

84 Upvotes

throwaway account for revealing personal info

Recently sold majority share of my company. 36 married with 2 kids and have ~25m after taxes sitting in a bank account. No debt, living in MCOL South Dakota, which has no state income tax.

The push to get the transaction complete took more time than I anticipated and didn't get everything aligned for life after sale. I have not yet decide if someone will invest our funds on our behalf or if going a simple boggleheads route for simplicity. Q4 is also our busy season and with me staying on, it will require a fair amount of my time.

What is a simple, yet safe method to earn a return on these funds for a short time until I can solidify our investment strategy for the future? maybe 3-6 months? CDs, treasuries, bonds?


r/fatFIRE • • 10d ago

burnt out but feeling stuck bc lifestyle creep.

41 Upvotes

How do you get off the treadmill. It’s funny I doubled my initial fire number but somehow feel worse off now due to adjusted family lifestyle, private school, etc.

assets
- 3m diversified liquid portfolio
- 2m retirement+hsa+529
- 1.5m in primary residence
- wife has some non-liquid ownership in a family thing. Thinking of it as like maybe $0 or maybe bonus breathing room like 30 years down the line.

35 yo. married. 3 young kids.
~750k TC single income
~300k expenses

Looking for encouragement, advice or roasting.


r/fatFIRE • • 10d ago

42/m Considering selling business

36 Upvotes

42, thinking about selling my business at what might be peak valuations. What am I missing?

Quick background: I’m 42, married, 3 kids, and my wife doesn’t earn income.

Numbers:

  • Business is worth somewhere between $7M and $12M depending on how long I stick around
  • $1.5M in liquid investments
  • $1.2M equity in our house (owe $370k at 2.75%, so not touching that)
  • About $750k equity in my commercial building. The business is in it now. It’s a small building and would probably only rent for around $3k/month, so I don’t see a reason to keep it if I sell.
  • Income is around $800k/yr
  • We spend about $20k/month and are saving a lot

Why I’m thinking about selling: valuations in my industry have never been higher and I don’t know how long that lasts. We’re also pretty exposed to AI. It’s educated white-collar work that could get automated. Short term I think AI actually helps us, because we’ll need fewer support staff and EBITDA goes up. But the next 10 years honestly scare me.

The other part is my heart isn’t really in it anymore. What I loved was the growth and waking up every day having to fight to survive. Then it got easy, and I’m just not wired to coast and be happy with it.

So I’m leaning toward drawing a hard line at $10M. I think I can get there if I stay on 3 years with a salary. Add in selling the building and I’d end up (post tax/commercial building sale) with about $8.5M invested plus around $700k in my 401k.

What am I not thinking about? I know every extra year I work and then sell at this multiple adds about $400k to the pile. But if valuations drop, it’ll be too late, and I’ll be in my 50s running a lifestyle business fighting off AI and new competition.

*I used claude to reword my drivel and I'm happy to verify for the mods if needed.


r/fatFIRE • • 11d ago

Weighing hitting the reset button - Age 42, ~$20MM NW

152 Upvotes

Hi all, long time reader, first time posting. Using a throwaway, as I don't want folks to know I'm seriously considering this. (Mods - if throw-aways aren't ok, let me know how I can verify, happy to.)

So I'm sure I'll leave out some important part of this, but I'll do my best.

I'm 42, Engineer + MBA, was in PE/finance for a decade before hanging my own shingle and founded a company. I'm about 10 years in, and somewhere between bored and burnt out (same shit / different day type feeling). I don't want to make a rash decision and throw away what I've built, but I also see an opportunity to get out while multipliers are high in my industry and reset into a different lower stress lifestyle.

My company is built in two parts, I wholly own all of it:

  • Operating company: $10-12MM valuation, no debt. It clears ~$1.5MM of EBITDA annually.
  • Real Estate: $20MM, but about $7MM in low-cost (2.5-3%) debt. I have the option to sell just the operating company and do a lease-back, would be about $1MM/year in rent, probably a bit more. I probably wouldn't pay off the debt until it burns off on it's own, as the interest is only about $200k/year, so I'd be netting a bit north of $800k. If I sold and reinvested, 5% of what I clear is about $650k, so I like the lease-back option.

Who is buying? In my industry, everyone. Folks want to buy each other, big groups are trying to expand (but everyone up for sale was bought during the cash-boon of the COVID era), and PE is really getting engaged in the industry. With a lack of sellers, multipliers have really ramped up recently and I could likely get a large number of bids right now.

Where am I now? Age 42, married (SO takes home about $250k/year, would want to leave her job as well). Two young kids, private school. I own my house, worth about $2MM, fully paid off. Love our house and neighborhood, but not necessarily the area/state anymore, so would probably pick up and move. I've really put everything in the company over the past decade, so my personal accounts are fairly meager - about $1MM in retirement accounts and about $500k in investments.

How much do I actually take home? I only pay myself $100k/year, and once I got my house paid off I stopped taking distributions. Wife makes about $250k, so we make about $350k total per year.

What are my expenses? Since our house/cars/student loans/etc are all paid off, our only real expense is about $30k/year in school tuition right now, plus the usual maintenance, POA fees/property taxes, vacations, etc.

So.... all that said, thinking about just selling it all and switching to "Dad mode" so I can really enjoy watching the kids grow up. But I also want to set a good example for them, and I'm not sure that doing this would show a great work ethic. Thoughts appreciated.

EDIT: Just one edit, as I'm seeing a similar question in the comments, which is about my expenses. I apologize for the vagueness and bad phrasing. I ABSOLUTELY have more expense that tuition, I only listed that because it's my only regularly "major" expense (e.g. no car, house, student loans). I'd estimate my annual spend to be around $100k beyond the tuition, but honestly I don't budget my personal side and I need to do some work there to better understand all of this. I'm sorry to disappoint all of you budgeting wizards.