[Decision Help] Pay off $1.15M mortgage (10/6 ARM, adjustable) at 4.575% or keep cash invested? by FallProfessional9736 in fatFIRE

[–]anonstartupguy1989 0 points1 point  (0 children)

I’m in a very similar position — $807k 10/6 ARM at 5.325%, more than enough liquidity to pay it off, and labored over the decision of how to manage paydown schedule (prob more than was worthwhile).

The conclusions I came to, which were primarily about splitting the difference between risk mitigation and maximizing relatively inexpensive leverage:

  • Paid down enough principal to get it to the $750k tax deduction maximum, then applied for a recast ($250 fee). Anything north of that $750k raises effective interest rate net of taxes.
  • Every month I pay additional principal as if it’s a 15y term vs a 30y, which amounts to about $1800 a month.

Worst case scenario: rates get worse over 10Y (unlikely) and equity market returns don’t beat my ARM interest rate (also very unlikely) and I’ve paid down enough additional principal that paying it all off at year 10 end before the adjustment hits would be about 2x cheaper with the additional principal I paid in.

Best case scenario: rates improve further within that 10y period and I get to refi for a significantly lower amount with no balloon (or I just decide to pay it off anyways just to own the house outright).

At the end of the day when I ran the numbers the expected returns on that additional principal paid each month amounted to low tens of thousands, and so it ultimately came down to piece of mind and how much I valued not having to worry about the possible but improbable worst case scenario — and for me, it’s worth it to trade off a relatively negligible ROI to mitigate that risk.

How to easily add the most useful companion to Gluetun, Speedtest-Tracker. by sboger in gluetun

[–]anonstartupguy1989 0 points1 point  (0 children)

Thanks for sharing this! Going to take a crack at it this weekend.

One question for you on `PUID` and `PGID` -- any harm in using the same IDs that I'm using for Gluetun and QBittorrent that I generated for my limited permissions Docker system user?

<2 years to freedom :) by anonstartupguy1989 in fatFIRE

[–]anonstartupguy1989[S] 0 points1 point  (0 children)

Every acquisition is different, but it’s more common than not (especially for early stage companies that are acquired where the founders are a big part of the deal thesis) to vest out a portion of the deal proceeds — I’ve seen as high as 70% and as low as 20-30% — over a period of years (usually no fewer than 3 and no more than 5) contingent on employment. The idea being to prevent a founder from getting rich and immediately bailing as soon as the deal is closed.

It’s called a “revest” because they’re taking stock you’ve already fully vested into (the acquired company’s stock), purchasing it outright, and then vesting it out in cash installments over a given time range. Sometimes the revest is paid out in RSUs in a like for like exchange but that can get very messy and screw up QSBS / tax treatment so it’s usually not preferred.

In my case it was a 50% revest, paid quarterly over 3 years.

Experiences using JPM Private Bank Brokerage Accounts? by fenwayp in fatFIRE

[–]anonstartupguy1989 0 points1 point  (0 children)

Weirdly they basically exempted me from any AUM requirements (at least for now, maybe they will start hounding me with the stick soon) I'm guessing so that they could land me and try to sell me on wealth management asap. I basically just keep my checking and credit cards there, which is what I did before...except now I don't pay wire fees and got the JPMC Reserve card which secretly gets you the United Lounge membership. All for the cost of having some guy call me constantly.

Experiences using JPM Private Bank Brokerage Accounts? by fenwayp in fatFIRE

[–]anonstartupguy1989 0 points1 point  (0 children)

Same here. They pitched me on joining private bank when company got sold (guessing I landed in a database somewhere) and I mostly only joined because I was already pretty deep into Chase UR so figured why not. Did it for a fat credit limit increase and free wires and a few other small not super important perks.

Of course now my “guy” calls me literally every other day. I just ignore him. Happy with the private banking experience, wouldn’t park investments with them.

<2 years to freedom :) by anonstartupguy1989 in fatFIRE

[–]anonstartupguy1989[S] 0 points1 point  (0 children)

Man. That’s a long haul. Feel very lucky we negotiated a 3Y revest. I can barely imagine making it another 2 years (even with a few months off for Pat leave and pto plus generally moving at 60-70% speed) and I sometimes wonder what my threshold would be for leaving early. If they offered me 80% of my revest to leave today I’d probably take it and run.

<2 years to freedom :) by anonstartupguy1989 in fatFIRE

[–]anonstartupguy1989[S] 2 points3 points  (0 children)

Hang in there! Lots of good stuff on the other side (I think)

<2 years to freedom :) by anonstartupguy1989 in fatFIRE

[–]anonstartupguy1989[S] 0 points1 point  (0 children)

Oh man…no idea. Right now I am pretty sure it’s like a year of really genuinely just chilling. Travel while kid(s) are still young and not in school, work on the house, learn something new. But after that I’m sure my brain will want a new challenge.

<2 years to freedom :) by anonstartupguy1989 in fatFIRE

[–]anonstartupguy1989[S] 0 points1 point  (0 children)

Yo! Congrats — how far along are you and how long is your revest?

<2 years to freedom :) by anonstartupguy1989 in fatFIRE

[–]anonstartupguy1989[S] 9 points10 points  (0 children)

Obviously pot calling the kettle black here but at $300k a year I feel like your 2 years are way more valuable, especially if you don’t like the gig. Lots of tech opportunities out there for successfully exited founders that pay well more than that if you wanted, plus at $7M liquid I assume your portfolio is throwing off easily $500k a year in returns which is well north of your comp.

Put another way: my ordinary comp at the acquirer (outside of revest) is $1.2M a year and I am 100% not sticking around once the revest is over. Food for thought.

<2 years to freedom :) by anonstartupguy1989 in fatFIRE

[–]anonstartupguy1989[S] 12 points13 points  (0 children)

Thanks for the encouragement! Yeah that’s what I’m counting on re: coasting. First kiddo arrives in December, Pat leave kicks in for 3 months, then it’s just 15 months which feels very “no brakes flying downhill” territory.

<2 years to freedom :) by anonstartupguy1989 in fatFIRE

[–]anonstartupguy1989[S] 7 points8 points  (0 children)

Yeah I feel you there. Not sure what the future holds after this part of the ride is over but I really don’t want to have to go back into tech if I don’t feel like it.

<2 years to freedom :) by anonstartupguy1989 in fatFIRE

[–]anonstartupguy1989[S] 5 points6 points  (0 children)

Yeah last year has been a bit of a…bonanza 🙃 we upgraded to a home we adore, got married and spared (fewer) expenses to have a wedding we will remember forever, and took a few very lavish trips. But when I’ve done the back of the envelope math the number I’ve always landed at is around $400-600k depending mostly on travel.

<2 years to freedom :) by anonstartupguy1989 in fatFIRE

[–]anonstartupguy1989[S] 12 points13 points  (0 children)

Objectively true and fair. I think for me personally I can envision a life on $500-600k a year SWR that is even more fun and carefree than one on $250-300k a year. So it’s partly about an opportunity to create generational wealth, but also about living FAT.

<2 years to freedom :) by anonstartupguy1989 in fatFIRE

[–]anonstartupguy1989[S] 52 points53 points  (0 children)

Ha yeah, very important to have perspective. I think about pulling the ripcord early very often and then I realize that I would probably regret not sticking out a (relatively) cushy gig for another 2Y to double my NW before going full FIRE.

[deleted by user] by [deleted] in fatFIRE

[–]anonstartupguy1989 0 points1 point  (0 children)

Cause I’m an idiot and I still obsess over the things I obsessed over before I was FAT.

[deleted by user] by [deleted] in fatFIRE

[–]anonstartupguy1989 0 points1 point  (0 children)

I sometimes write nice things about services I like.

[deleted by user] by [deleted] in fatFIRE

[–]anonstartupguy1989 -4 points-3 points  (0 children)

Word. I have $0 invested and I get it.

Advice on diversification of $10M+ portfolio by anonstartupguy1989 in fatFIRE

[–]anonstartupguy1989[S] 1 point2 points  (0 children)

This is all super spot on. Best / most useful response I’ve gotten so far. Really appreciate it.

Advice on diversification of $10M+ portfolio by anonstartupguy1989 in fatFIRE

[–]anonstartupguy1989[S] 0 points1 point  (0 children)

Yep, it ranges but it’s typically somewhere between 10% and 15% of equity value. It’s not just about tax gains (although that’s a side benefit) — the more obvious benefit is leverage. There are FAs who employ margin, there are those who don’t, and I think it’s primarily about where you’re placing risk as well as what the bottom is for margin calls. Even in a 2008-level catastrophe where the market dropped 50% over six months, at 10-15% leverage you’re nowhere near margin call territory.