I recently found a kick-ass telecommute job that could help me finance my startup while I bootstrap. I'd like to be honest with my potential employer about my startup project but I am afraid it might play against me. I don't want them to believe the startup is going to overlap on the job but at the same time, I wonder if it could demonstrate that I am motivated and really love what I do as a developer.
PS: The said company operates in a totally different market so there's absolutely no risk of competition with my startup.
So, should I disclose that I work on a startup in my free time?
If your prospective employer is an established company, you should also be aware that --- right or wrong, frivolous or not --- the mere filing of a lawsuit against you down the road stands a good chance of killing your startup. Lawsuits are spectacularly expensive, and they take f o r e v e r.
Even 1099 contractors --- people that aren't even technically employees! --- can fall ass-backwards into situations where clients end up with legal influence over personal projects (this is why you need your NDA's and "standard contracting agreements" reviewed by an attorney). This isn't an area to mess around in.
You may be thinking that this is low risk, but this is a great example of common pattern of deceptively terrible risk: the kind that only matters if your startup ends up mattering.