[encoderer]

The third way is to add sweat equity and build a business slowly around your normal 9-5.

There is just as much downside to this route, it’s also risky, you take time away from hobbies and relationships, and even if you’re successful there’s a period where you will basically just have two full time jobs.

That said, I did it this way, and I know a lot of others that have, and I was able to see it through. Timeline:

2012 - hired as a senior engineer at a tech company

2014 - founded my startup Cronitor with a friend. Launched after 3 months of weekend hacking.

2015 - promoted to eng manager in my day job

2017 - promoted to senior manager

2019 - promoted to director

2020 - left job as director

2023 - still working on Cronitor, still growing, we have grown roughly 5x since I left my day job.

[ryandrake]

This path is also fraught with legal risk, depending on your "normal 9-5" employer. If it's a FAANG or other large tech company, most of them (at least the ones I've worked for) lay claim to every single IP you create while working there, on or off the clock, using your own equipment or theirs. It doesn't matter whether or not they legally can--you are unlikely to be able to afford a legal defense against them.

[OkayPhysicist]

California has pretty friendly laws on this. Unless your startup is directly competing with your employer, or you work on it at work, they have very little ground to stand on. As in "within the realm of someone representing themselves"-type deal.

[LastNevadan]

You're presumably referring to California Civil Code §2870 [1].

When I had a side project going on and asked my California attorney if this was enough to protect me from my BigCo employer, she said something like, "No. If they want to stop you they'll just drown you in legal procedures that you can't afford to pay. That you're right isn't really that relevant."

[1] https://casetext.com/statute/california-codes/california-lab...

[encoderer]

Definitely a risk - just not one I rate too high if there is no overlap in the business.

[flashgordon]

Except when you are at a faang almost anything can be seen as competition. It is quite miraculous that the Crontic founders employer was this lax!

[encoderer]

Yeah you need to be aware of what contracts you have signed. In my case, the day we launched on HN in 2014 I notified my VP (via email), highlighted how this work is not related to the company at all, and I only worked on it at home with my own equipment. I asked him to release any IP claims and he replied in minutes and said it looks great and that I’m free to pursue it.

And that was the end of it.

I would not let fear of legal reprisal stop me from starting.

[fourseventy]

No its not. Just dont sign any rediculous IP assignment documents. These are illegal in a lot of states now anyway.

[s0kr8s]

In a service business, sweat equity is an awesome tool, not just for paying yourself, but also for paying your early employees.

One of the biggest obstacles you face when bootstrapping is that you need employees to grow your revenue, but you need revenue in order to pay your employees. It's a chicken-and-the-egg problem, which sweat equity can help to solve, at least to a limited degree: grant some sweat equity that vests over 5 to 10 years as a form of deferred compensation, then hope that your new employee / business partner boosts the value of your remaining equity in that time-frame by some multiple that is much larger than than the value of the equity you are giving up today. Then everybody wins.

I have found this approach very successful in my own business. It also increases the likelihood that when you want to retire some day that your own employees might be able and interested in buying you out, which means that you won't have to shop your medium sized businesses to private equity groups or search funds in 20 or 30 years when you want to get out of the game.

Part of building a middle class is not pulling up the ladder after you, which means you need to aim to enrich others -- specifically others who are not already wealthy -- alongside yourself.