In the past 20 years; I have had more than 10 different startup ventures; all with varying degrees of success; none of them were the "Golden Ticket" that allowed me to retire.

All were self-funded if that makes a difference.

It has not hurt my chances of finding paying consulting clients. Many of my clients like that I have that experience; and business experience is awesome when you're talking to small business owners who are not tech people and just want someone they can trust to build their project. Often the startup venture / project can be used as 'proof' of technical skill.

If you choose to list the startup company on your resume, you can easily give yourself a title / position relevant to the job you are after [programming / management / CTO / whatever ]

I haven't been in a traditional 9-5 employment situation in a long time; so I'm not sure about that area.