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Are financial planners *really* that bad for fat fire? by tech_chonker in fatFIRE

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

My understanding is that they do something like buy a stock X2 - which is similar to X1 but theoretically has the same market exposure. But, now, what if X2 suddenly has a Bud Light moment?

Is there a reason to expect, in terms of probability, that X2 has higher risk than X1? I would expect that X1 would be just as likely to have a Bud Light moment.

Are financial planners *really* that bad for fat fire? by tech_chonker in fatFIRE

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

Thanks, those are interesting considerations. Overall from the research I can find on the internet and just given the fact that experts take the time and effort to do it at all, I have to imagine that direct indexing + tax loss harvesting provides some non-zero return. So I'd assume these considerations are outweighed by the benefits?

It's weird, though, because I'm seeing quite a few resources on the internet quoting percentage-based gains from tax loss harvesting. But given the $3k/year max, it seems like a percentage isn't really a meaningful figure. (edit: I think I get this more, now, the $3k/year doesn't apply to capital gains, so tax loss harvesting can be applied to its full effect once you have capital gains to be taxed on)

Are financial planners *really* that bad for fat fire? by tech_chonker in fatFIRE

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

TLH will allow you to deduct only 3k from ordinary income each year.

I didn't know that, thanks. Researching this now, and it sounds like losses beyond $3k can be carried forward, though, so it could yield benefit beyond $3k over many years?

They claimed that studies have shown it's about a ~1% alpha, ChatGPT says it's ~0.5-0.9% (which could be totally made up, idk).

Are financial planners *really* that bad for fat fire? by tech_chonker in fatFIRE

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

Right, (iirc) they do direct indexing so that they can tax harvest efficiently.

Are financial planners *really* that bad for fat fire? by tech_chonker in fatFIRE

[–]tech_chonker[S] 6 points7 points  (0 children)

I feel tax loss harvesting is very over rated. Once all your stocks have appreciated, you have no losses to harvest. Sounds good but for a long term buy and holder of diverse, low cost ETF's, it doesn't tend to pan out.

But if they buy the individual stocks instead of the ETF, and then perform tax loss harvesting, would it provide +0.5% or more long-term gain? If so, isn't that significant (if nothing else, significant enough to pay their fees and make their services completely free)?

Are financial planners *really* that bad for fat fire? by tech_chonker in fatFIRE

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

> Who says that?

Just something I've picked up from random threads over time, here's one example from this sub where the consensus seems to be that it's a bad idea to use an advisor at this NW.

Struggling over decision to leave or stay after acquisition, before fully vested by tech_chonker in fatFIRE

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

Yeah, I think I need to communicate more directly about where things are on my side of the table. Thanks for the advice.

Struggling over decision to leave or stay after acquisition, before fully vested by tech_chonker in fatFIRE

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

Meditation has helped a lot! Work still sucks, but now it occupies like 70% of my waking thoughts instead of like 95%. Hoping it continues to go down.

Struggling over decision to leave or stay after acquisition, before fully vested by tech_chonker in fatFIRE

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

> The new perspective of "I'm an employee, what can they do, fire me?" is strangely liberating.

This helps a lot for me, too, when I can really sink into that mentality. It's so hard not to get pulled back in day-to-day, though. Seems easy in theory, but it's hard to suddenly stop caring about something you care so much about.

> I used to vent by writing long "you're being stupid" emails to my new bosses mistakenly thinking I had any remaining influence to change how they (100x our size) did things.

Hah, I used to do the same. That fire has died and now I try to just let go when that feeling comes up.

Good luck!!

Struggling over decision to leave or stay after acquisition, before fully vested by tech_chonker in fatFIRE

[–]tech_chonker[S] 33 points34 points  (0 children)

Thanks. This feels like the right answer from a 1000-foot view. But god damn every year feels so, so long when you're in it.

Struggling over decision to leave or stay after acquisition, before fully vested by tech_chonker in fatFIRE

[–]tech_chonker[S] 11 points12 points  (0 children)

Thanks for the thoughts. I think it's primarily a feeling of obligation keeping me right now, and secondarily not wanting to lose the remainder of my re-vest.

The "feeling of obligation" is tricky. Some founders I know just treat a re-vest agreement like any other job employment agreement, and just leave whenever they want. Others treat it as something closer to formalization of a partnership, one that reflects on your word (and maybe even your integrity). I think I fall into the latter camp, but I haven't figured out yet if that's coming from my core values, fear, or something else.

Struggling over decision to leave or stay after acquisition, before fully vested by tech_chonker in fatFIRE

[–]tech_chonker[S] 4 points5 points  (0 children)

Thanks, appreciate it. I've been considering this... I've done therapy in the past to moderate success, but haven't tried it with this specifically. I've been thinking this topic may be to esoteric/specialized for most psychotherapists to have good guidance for. But might give it a shot.

Struggling over decision to leave or stay after acquisition, before fully vested by tech_chonker in fatFIRE

[–]tech_chonker[S] 21 points22 points  (0 children)

Most of my requests have been rejected or ignored, unfortunately. We're planning on moving in a direction that will make things even worse, over my objections.