Earlier quoted context omitted.
That is not "insisting on a sale". Selling for the right amount of money is literally the right decision to make!
The entire submission is about someone who doesn’t want to be acquired even at “the right price”. You don’t have that option when you take outside investors.
My role as a founder-CTO: year 8
91–100 of 152 posts
Re: My role as a founder-CTO: year 8
#92Earlier quoted context omitted.
Nah see you live in a SRO in Chinatown and get all your meals at the Catholic mission.
Yes I exactly did that! Moved into an SRO on the edge of Chinatown. It's a nice tiny apartment, I'm on the edge of a mecca of affordable grocery stores, and I'm two blocks from my part-time job that gives me free-time to self-fund my software hustle. But there are other options. What's wrong with living with good people in a room share?
Re: My role as a founder-CTO: year 8
#93tl;dr - delusional founder writes AI slop reflection narrative recast as “vision” and “conviction.”
Makes more sense given a. prototypical cto ego (and insecurity) amplified by b. he’s Spanish (ifyyk)
Thousands of words to justify the rejection of a nine-figure exit and he never seriously addresses what the exit would mean for employees or investors. “I’m a builder,” “I need to work with inspiring people,” “I’d be bored after two weeks.”
Hard to ignore the glaring contradictions amidst the AI slop. He sets “networking with executives” as a top annual goal, then says “networking is mostly bullshit.” He calls out two separate “biggest fires” for the year: first, reliability/support issues; later, hiring velocity. On one hand he’s bragging about “not having to do anything,” but takes credit for every success (“my foundation-building,” “org design I set up,” etc).
Median senior engineering salaries in Spain are a fraction of those in the U.S. - you can take the founder out of spain…but you can’t…
And yet, the “nine-figure” rejection is repeated over and over. If it was such an easy, confident choice, why does it need so much explanation? Can’t wait to read more about CTO insecurity and a need for public validation. What’s Lemkin got to say?
Re: My role as a founder-CTO: year 8
#94Saying you want to control your company and you want to be around 10 years and then raising VC funding is either naive or dishonest. VCs aren’t interested in a lifestyle business throwing them maybe a small dividend and a miniscule number of companies go public. Look at YC, they have invested in thousands of companies and only around 20 have gone public and only 3 have had positive returns since going public https://…
Re: My role as a founder-CTO: year 8
#95I’m a big fan of the idea of an Office of the CTO group reporting directly to the CTO that helps with prototyping greenfield projects and exploring innovative ideas. I believe a group like this would be beneficial for larger organizations, like the one I work in. There are numerous opportunities for market disruption, but it becomes increasingly challenging to make bold bets as the company expands. If I had the power…
Re: My role as a founder-CTO: year 8
#96I’d take the money, spend time with family (he mentioned toddler) and then figure out what to do next. Retiring isn’t everyone’s dream but at least having generational wealth is a big relief.
Re: My role as a founder-CTO: year 8
#97Earlier quoted context omitted.
Is it? So you can what? Buy exotic vehicles? Buy extra houses? Buy surgeries? Buy expensive experiences? All you find is stuff, presented as super valuable, and people very very keen to sell it to you. They’ll do whatever you want. It attracts a certain kind of person. The people who have the means for this lifestyle seem mostly disappointed. It’s not the situation this guy has created for himself. His life has meani…
So that you have security for the rest of your life and your children have security for the rest of theirs. And likely their children as well. Not everthing bought with money is superficial. Certainly a lot is less superficial than dedicating your life to “in app payments made easy”. Turning down generational wealth so you can continue to pursue your dream of being a tech CEO seems like a wildly selfish decision to m…
Will accept, I have no idea about his personal situation. Also feel the HN crowd may downvote my comment because it is not phrased correctly.
Re: My role as a founder-CTO: year 8
#98I’m a big fan of the idea of an Office of the CTO group reporting directly to the CTO that helps with prototyping greenfield projects and exploring innovative ideas. I believe a group like this would be beneficial for larger organizations, like the one I work in. There are numerous opportunities for market disruption, but it becomes increasingly challenging to make bold bets as the company expands. If I had the power…
Shouldn't this live under the VP of Product?
Re: My role as a founder-CTO: year 8
#99I’m a big fan of the idea of an Office of the CTO group reporting directly to the CTO that helps with prototyping greenfield projects and exploring innovative ideas. I believe a group like this would be beneficial for larger organizations, like the one I work in. There are numerous opportunities for market disruption, but it becomes increasingly challenging to make bold bets as the company expands. If I had the power…
Re: My role as a founder-CTO: year 8
#100I’m a big fan of the idea of an Office of the CTO group reporting directly to the CTO that helps with prototyping greenfield projects and exploring innovative ideas. I believe a group like this would be beneficial for larger organizations, like the one I work in. There are numerous opportunities for market disruption, but it becomes increasingly challenging to make bold bets as the company expands. If I had the power…
If that group is necessary then it's a damning indictment of the product/engineering culture. The CTO's job should be to fix the broken culture, not try to side-step it.
A CTO is a common title at medium and larger law firms, and an office of the CTO for that org sounds like a great idea.