[mikekij]

As a startup -> enterprise -> startup guy, I see your 8 years of enterprise experience as a huge plus, honestly. If you’re having trouble getting back into startups, it may be one of two things:

1) employee thinks your risk averse

2) ageism. Unfortunately is real when applying to startups.

As for 1, I think proactively addressing this in a cover letter / interview would be helpful.

Hit me up if you’d like to talk. We may be hiring.

[czbond]

Agree here. I've been both, and what I find is most lacking in early, mid-stage companies is "process" and "ability to think of execution strategically".