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Ask HN: Crashed founders, what was the point of failure?

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Re: Ask HN: Crashed founders, what was the point of failure?

#11
post #9
post #2

I tried to build a Google Reader alternative when Google Reader was first about to die, well a bit prior to it because it was missing the idea of grouping similar articles. I started investing in the product but kept building instead of launching. By the time I had it all built and ready to run it was extremely slow, untested adequately at scale and I didn't have a way to make money on it. Also, I didn't have enough…

FWIW, I migrated to https://feedbin.com/ and have been paying $20/year since.

Feedbin is $50/yr, but well worth it. Light memory footprint and vim keybinds.

Re: Ask HN: Crashed founders, what was the point of failure?

#12
I was engineer #1 and CTO for a SaaS analytics start-up. It was pretty obvious after 2 years that there was no Product Market Fit. The CEO/Investor was OK with losing 900k/year so he wanted to keep going. I negotiated away my equity for high pay and an expense account. But I still quit 2 years later because the wheels were coming off as the sales pipeline dried up and the lead sales person was trying to sign anything, even work that he knew we couldn't do without taking a big loss when the engineering effort was factored in.

Re: Ask HN: Crashed founders, what was the point of failure?

#13
I started my first company last year, and it crashed & died in 5 months. The point of failure was when I burnt out and ran out of money in month 5.

Looking back, the venture was doomed from the beginning. I think it was due to a lack of structure:

* No daily routines to take care of my physical & mental health (working 0-16 hrs a day on 3 coffees is not good haha)

* No systems in place to socialize (sometimes I'd go weeks without talking to friends)

* No clear weekly/monthly goals. I would operate on 1-2 day sprints and constantly change the product roadmap & distribution strategy

* No clear distribution strategy. I kind of just did whatever came to mind

* No focus on generating income. I wanted to build cool shit that impressed people > building something of value and asking people for money in return

That period of my life was pretty dark and depressing, but a period I'm glad I went through. In the end I learned how to code (which has 2x'd my income potential) and I learned a ton about product & business.

I'm going to go for it again, and when I do I plan on putting a much bigger emphasis on taking care of my physical & mental health, as well committing to 1-2 month plans (instead of changing plans every 1-2 days)

Re: Ask HN: Crashed founders, what was the point of failure?

#14
post #9

Earlier quoted context omitted.

FWIW, I migrated to https://feedbin.com/ and have been paying $20/year since.

Feedbin is $50/yr, but well worth it. Light memory footprint and vim keybinds.

Huh weird, I guess I got grandfathered in, since I can see my yearly billing is $20/yr.

Re: Ask HN: Crashed founders, what was the point of failure?

#15

Built a e-commerce platform company in 2002. Packaged software sales model with designers and web hosting companies as the sales channel. Reasonably successful for more than 10 years but I call it a "vampire start up." I had enough income to eat and hire a few people but never hit the right growth numbers. Also, small business is just as demanding as Enterprise customers for features and support but doesn't have the…

My econ prof always said that moderate success is the worst outcome for entrepreneurs - failure means you can do something else and learn, and massive success means you are rich, but moderate success can trap you for years.

Re: Ask HN: Crashed founders, what was the point of failure?

#17

Built a e-commerce platform company in 2002. Packaged software sales model with designers and web hosting companies as the sales channel. Reasonably successful for more than 10 years but I call it a "vampire start up." I had enough income to eat and hire a few people but never hit the right growth numbers. Also, small business is just as demanding as Enterprise customers for features and support but doesn't have the…

Wow, thanks for sharing your experiences.

Anecdotally, I've experienced the small business/enterprise dilemma from the inside. Working for some companies perpetually struggling to make payroll and others looking for useful ways to spend more of the money flowing in.

It seems like instead of ignoring small businesses, one could group view the owners as consumer, with similar scale and prove considerations.

I like the idea of 10x better mousetraps. It's not no, it's just a high bar.

Re: Ask HN: Crashed founders, what was the point of failure?

#18
post #13

I started my first company last year, and it crashed & died in 5 months. The point of failure was when I burnt out and ran out of money in month 5. Looking back, the venture was doomed from the beginning. I think it was due to a lack of structure: * No daily routines to take care of my physical & mental health (working 0-16 hrs a day on 3 coffees is not good haha) * No systems in place to socialize (sometimes I'd go…

Thank you for sharing this.

It sounded a bit too familiar.

I've spent the past 3 months developing daily fitness habits but I've got nothing and no ideas on social habits.

As for work boundaries, I just started experimenting with a hard 2pm cutoff for "future work". I'm curious to see the impact.

Re: Ask HN: Crashed founders, what was the point of failure?

#19
Product - market fit was the root cause every time. Every situation is different but if there aren’t buyers it just won’t work.

Interesting enough that the successful exit was because of astute cap table management. The founder was very ruthless about managing the cap table and negotiating to maintain a huge amount of equity, which turned into a fairly good exit for the founders / execs / early engineers despite a relatively low acquisition price. And the reason the acquisition happened at all was for IP rather than customers, so I guess even without strong product / market fit a successful exit can still be accomplished if the founder is clever.

Re: Ask HN: Crashed founders, what was the point of failure?

#20

Built a e-commerce platform company in 2002. Packaged software sales model with designers and web hosting companies as the sales channel. Reasonably successful for more than 10 years but I call it a "vampire start up." I had enough income to eat and hire a few people but never hit the right growth numbers. Also, small business is just as demanding as Enterprise customers for features and support but doesn't have the…

Thanks for sharing your experience. I can totally relate to the "small business is just as demanding as Enterprise customers for features and support but doesn't have the budget to pay for it" bit.

Curious, what are you doing these days considering the lessons learned from the e-commerce platform venture ?

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