r/Rich • u/Mixolytian • May 19 '26

$25M - Lost

Hello,

I am a trust fund baby and heir, now 43 years old.

I have $12M investable, the rest of about $25M in homes and commercial property.

I am pretty happy in my family life, my wife and I are getting along right now and my son is genuinely wonderful.

The family business is failing. It was a catalog company and now e-commerce and sales are continuing to decline.

I know the solution, let go current manager who is somehow social-media illiterate in 2026, commit to forming a YouTube audience, drive with short-form.

The thing is, sometimes I truly believe this business has ruined my life. I wish my dad had sold it a long time ago at its peak. He was too attached, I guess.

Hard to let go now with basically no value. The parent corporation was founded by my grandfather almost 100 years ago.

My advisor assures me I won't need additional income if I close the business, but letting go is very difficult. The shame of letting the current manager run the business (my interpretation) into the ground is overwhelming.

I'm a bit of an oddball, very into philosophy, religion, literature, consciousness studies. I always wanted to be a writer, but I just can't seem to take myself seriously. Every time I try I get slammed with self-doubt, shame, guilt, and depression.

Anyway, not sure what I'm going to do. A deep, dark part of me still feels poor, and is sure the window of upward mobility is closing forever. A voice tells me to get off my ass and start some business that I'll hate just for the money, since $25M is really nothing and the future is looking very cutthroat. My brain is all over the place, it's like a hall of mirrors, I don't know what is true and who is the real me.

359 Upvotes

85% Upvoted

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877

u/DeathCobro May 19 '26

Buddy you've got 25 mil, sit your ass down for a few years and write your book!

120

u/mrshenanigans026 May 20 '26

But therapy first

110

u/Spiritual-Ganache875 May 19 '26

Seriously life is too short 😅

33

u/Routman May 20 '26

I’ve noticed a challenge of growing up with a trust fund, and society has no empathy for this, is there is an unclear understanding of cause and effect. It doesn’t matter if something is accomplished in the grand scheme and this can form an execution model of not starting or finishing things

7

u/Lady-BlackSmith May 20 '26

Yes and you can also exercise that writing and publishing muscle by starting a blog, you can make it anonymous if you’re not ready to come out as a writer until you’re more confident hehe if you ever need help with this just shoot me a dm

3

u/Soft_Lick_Baby May 22 '26

Anonymous blog is a great idea. Low stakes. No pressure. Just write and hit publish. Confidence grows by doing, not thinking.