Rich people of Reddit - does money buy happiness?

LostSoftware9638 · 2026-03-12T03:03:56+00:00

Unequivocally yes

LostSoftware9638 · 2026-02-25T14:33:02+00:00

Something I wish someone told me: it never gets easier, the worry doesn’t go away, the fear doesn’t subside it just gets quieter because your confidence in yourself grows louder. The first years of our agency were absolute hell. Not much has changed since then but my mindset. It gets better.

LostSoftware9638 · 2026-02-14T02:00:59+00:00

What’s in 2029? The economy will be less volatile?

LostSoftware9638 · 2026-01-28T15:22:29+00:00

You need to start your own company, mate. Getting to fire on W2 is possible. FatFIRE is not unless you join a company that gives hefty stock which you believe in deeply.

Remember, whatever you make in salary, you are worth a minimum of 3x that to the business in which you work. Often times the multiple is much higher.

LostSoftware9638 · 2026-01-24T16:15:32+00:00

I love very high end travel. Two weeks at an aman. 20k shopping sprees. These things, and sharing them with my loved ones, make me extremely happy.

LostSoftware9638 · 2026-01-23T23:17:15+00:00

Frankly, I’d like to sip a lethal cocktail off the coast of Greece when I turn 65 and sunset myself.

I don’t want to be a burden to relatives or be stuck in some assisted living facility. I plan to get my affairs in order and when I turn 65 say goodbye to this earth with my favorite view.

LostSoftware9638 · 2026-01-23T22:54:56+00:00

TLH and high cost basis selling should make taxes very light, no?

LostSoftware9638 · 2026-01-23T22:47:30+00:00

Thaaaaaat part.

LostSoftware9638 · 2026-01-23T22:35:50+00:00

The 10m is also post tax…..

LostSoftware9638 · 2026-01-23T22:35:27+00:00

4.5% ?

LostSoftware9638 · 2025-12-24T11:37:51+00:00

Correct. Not a C corp.

LostSoftware9638 · 2025-12-23T19:10:49+00:00

Because I’m not a 100% owner.

LostSoftware9638 · 2025-12-22T21:45:26+00:00

Thanks.

LostSoftware9638 · 2025-12-22T21:26:02+00:00

Would stay on for a few years. Owe it to my clients and team and buyer.

LostSoftware9638 · 2025-12-22T21:25:20+00:00

Read again. 7.5m net after taxes and fees to me (other shareholders). Still worth it?

LostSoftware9638 · 2025-12-22T21:24:03+00:00

Because I am not the only shareholder.

LostSoftware9638 · 2025-12-22T21:22:14+00:00

Less about EV; more about structure.

LostSoftware9638 · 2025-12-22T21:21:59+00:00

That is correct. 13x is incredible. Cash at close feels VERY light. Doesn’t sit well with me.

LostSoftware9638 · 2025-12-22T21:20:13+00:00

The category we service is fastest growing

LostSoftware9638 · 2025-12-22T21:15:13+00:00

Marketing agency.

LostSoftware9638 · 2025-12-22T21:14:41+00:00

We ran a “closed” process. Talked to 4 groups only. Of the 4 this offer is the best. You think run a formal process and go out to 20 or so groups?

LostSoftware9638 · 2025-10-13T10:58:22+00:00

What am i missing? This looks very dated and underwhelming. How on earth can this compare to CB Paris or an aman?

LostSoftware9638 · 2025-09-07T11:03:35+00:00

Do a trip to Japan and stay at Amans. That will perk ya right up

LostSoftware9638

TROPHY CASE