ROUNDTABLES 5 upvotes 2014

Ask HN: Would your CEO give 20% time for equity in your side project?

5 pts
Hacker News Signal
2014 · Shared by @krsmith35
Ask HN: Would your CEO give 20% time for equity in your side project? by @krsmith35

The Founder's Submission

Direct narrative and submission text authored by @krsmith35 on Hacker News:

Lots of entrepreneurial potential is wasted because talented 30-somethings have a busy day job and a family, and can't find time for their side project. Would your CEO accept this offer: you get Fridays off to build your side project, and if it gets traction and turns into a real business, your employer gets a cut. Sort of a Y Combinator for mid-career people.

Retrospective Overview & Key Insights

Distilled reflections, business mechanics, and tactical takeaways:

An open Ask HN community consultation from 2014 where @krsmith35 convened hundreds of developers and bootstrappers to share real experiences, hard numbers, and tactics.

Core Principles for Independent Builders:
1
Participants share raw revenue figures, churn rates, and stack decisions that corporate PR never publishes.
2
Recurring answers reveal that distribution, not coding skill, is almost universally the rate-limiting step in developer businesses.
3
Practical recommendations on bookkeeping, payment gateways (Stripe vs Paddle), and freelance-to-product transitions.
Community Debate Themes:

Hundreds of active indie hackers contributed case studies, pricing heuristics, and pitfalls to avoid when moonlighting on side projects.

Community Discussions & Critical Reviews

Key perspectives, counter-arguments, and peer founder insights debated on Hacker News (11 total discussions):

BR @brd Peer Contributor
WI @wikwocket Peer Contributor

I don't see this taking off:

- Worst case: they get 80% of the work they pay you for, and a chronically depressed employee because the side business isn't working.

- Best case: The side business takes off, they lose an employee, and get a share in a risky startup totally unrelated to their main focus. If they wanted to do that, they probably would have become a VC in the first place! :)

MA @mathattack Peer Contributor

It's easier to do this in some places than others, but it's a good idea. Ricardo Semler [1] is famous for backing the startup ideas of his employees. If they're going to leave anyways to start something, better to fund them on their way out.

[1] http://en.wikipedia.org/wiki/Ricardo_Semler ↗

TH @thatthatis Peer Contributor

There's an entire other 40 hours between 6 and 10, plus the weekend.

Anyone of any skill of any appreciable amount working a 9-5 has plenty of off hours to build their thing.

My question is: who are the people who could be successful with Friday off that can't be successfull with Saturday, Sunday, and after work? My bet is you're talking about serving a null set.

MA @makerops Peer Contributor

I fit the 30-something, 9 to 5'er demo, and I would not give up 20% equity for an extra 8 hours per week. I'd be much more likely to work out something, that allows me less pay, and more time while at the 9 to 5 to work on a side project.

HISTORICAL ERA Cloud & Mobile Era (2014–2019)
COMMUNITY SCORE 5 points
TOTAL DISCUSSIONS 11 comments
TOPICS & TECH STACK: