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Raising money fucked me up

https://blog.yakkomajuri.com/blog/raising-money-fucked-me-up
52•yakkomajuri•4h ago

Comments

moralestapia•1h ago
Imagine betting on someone and xe writes this ...
teiferer•1h ago
Then I know they are capable of deep self-reflection. A good thing. Any founder without such thoughts and some point or another is either lying to you or will eventually fail big time.
globalnode•1h ago
if i bet on someone and they wrote this id know my money was spent well
allenrb•54m ago
Nothing about this struck me as a sign that money wasn’t well-invested. From the headline, I was picturing “we raised and then I blew it in Vegas”.

Nothing wrong with admitting to uncertainty and insecurity. I mean, there are two types of people — those who suffer doubt sometimes, and those who don’t admit it. Give me the first kind any time.

jbs789•1h ago
Finding the right psychologist/coach/founder to chat this over with will probably do you and the company wonders.
yakkomajuri•1h ago
Hey, author here. Totally agree on how helpful these people are. I have a psychologist and also some great mentors. This doesn't make you immune to things like I wrote about but helps you process and get over them when they happen.

As a side note, I'm in a much better mental space now, largely due to facing these things straight on. Things are good, and I'm motivated and sharp!

jbs789•1h ago
Awesome to hear. Best of luck!
quantumgarbage•1h ago
Loved it, understanding and working through your vulnerabilities is super hard but ultra rewarding. Bold but very altruistic move to publish this
AstroBen•1h ago
I think everyone would seriously benefit from learning poker. I used to play professionally and the idea of looking at things as probabilistic bets, and in terms of expected value is so deeply rooted in my mind

Investments are bets. Most sane investors aren't putting it all on one thing

Startups are bets

Applying for jobs. Sales. Dating. Health. Basically everything

You risk $X money and time for a payoff of $Y that comes Z%

You can make the best decision and have a bad outcome because there are so many unknowns. This isn't chess

You can play everything wrong and still hit it out of the park

I mean this is one of the range of outcomes that could've happened. You can't declare yourself a success or failure from one project

Just keep making good decisions and don't risk it all, and you'll more than likely end up fine

teiferer•1h ago
> You risk $X money and time for a payoff of $Y that comes Z%

Unlike in poker where you know those 3 numbers if you are paying attention, in real life you know only X, and sometimes not even that. The rest is a guessing game, and that estimation is the hard part.

foltik•1m ago
To me the most relevant intuition from poker is embracing that bets won’t always succeed. You learn to strategically size $X based on your estimates of $Y, Z%, and current bankroll.

From that perspective it doesn’t help to beat yourself up over failure - just readjust your priors and try again.

altmanaltman•1h ago
I read about mathematical expectation in a poker book for the first time a long time ago and it's really an interesting way to think about the world. In real life, it's a bit different though since there are other factors than just raw percentages like poker hands. For example, you could do everything right and still fail while someone else (like a nepo hire) can do everything wrong and still succeed.

Life's odds are rigged.

mhogers•43m ago
One of my favorite star trek scenes: https://www.youtube.com/watch?v=t4A-Ml8YHyM
taurath•1h ago
Expectations that we hold inside of ourselves can be a really difficult echo of identities we tried fantasizing about when growing up and as an adult. We want to do well, we want the approval, we want the validation.

The anxiety over expectations can kill you. It’s self abuse - people (investors, bosses, spouses) don’t invest in you for your anxiety driven productivity, they do it because of who you are outside of that worry. It’s hard to replace it if you consider it your motor. Let the desire to do well and good stay, but let the fear of others disappointment go, and the fantasy that we can control those outcomes by squeezing every last drop out of ourselves.

teiferer•1h ago
Can you separate "who you are" from that worry? Seems to me it's a part of you and you wouldn't be you without it, for better and worse.
taurath•54m ago
Identities shift over time whether we intend it or not. Who you were at 5, or 10 is not who you are at 20, 30, 40. We all pick up baggage, trinkets, burdens, and experiences.

One worries because it was a helpful strategy compared to not worrying, but some (like me very specifically) can get attached to that worry to the detriment of picking up other mechanisms.

arathis•1h ago
A wonderful and personally relevant thing to read.
tptacek•1h ago
Without trying to be glib about it, this post sounds like a description of second-system syndrome, applied to entrepreneurship. It happens to all of us.
didip•44m ago
When doing my own startup in the past, the biggest pain were: loneliness and inexplicable paranoia. Which then lead to anxiety.

This, when unchecked, can lead to self inflicted, unnecessary pressure on myself. And failure to meet the impossible deadlines, created downward spiral.

I think this is normal, everyone went through the same thing. That’s why some VCs filter for megalomaniacs, zealots, or people who have no idea what pain is, because the journey is insane arduous.

The pain magnifies if the startup is located in VHCOL. Every month a whale appears and eat a big chunk of your runway. Who wouldn’t have anxiety?

neumann•6m ago
Thank-you! It is great to read a honest and self-aware journal covering this.

As someone who fantasizes about running my own thing, working for a few start-ups have made me very stringent on what my requirements are for starting something (co-founders, investment, location, market). And also that these requirements have become so very risk-averse that I probably am not the personality profile to run a business! Nevermind the endless imposter syndrome.

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