Comp has never been an issue, but I usually don't get that far. I definitely do have some base requirements in terms of what stage the startup is in from a maturity/funding standpoint, because things like benefits are a deal breaker for me. My comp/equity expectations are definitely adjusted for the fact that I am not a founder nor likely employee 1-5 or 10, and if numbers are ever discussed, we're always in the ballpark.
Your first point about being overqualified is a good one; I don't know how I can demonstrate that I'm not expecting a 'process' or an 'environment' in which to sell; those are both horrible at my current company, so I wouldn't want them if even given the option.
I don't know how I square your circle of staying relevant in terms of technology unless it's my day job; that's what I'm trying to do! I'd love to get my 'geek fix' at work and not after hours.
And about the app: one of the red flags for us is someone's side project. The nature of a small startup is that everyone has to live and breath the work (we all have terrible, terrible work-life balance). Some projects are fine, but for our salespeople, we don't want them selling anything else on the side. You can't serve two masters.
Other than that, I don't exactly know what I can offer. Being in Seattle, I imagine the hiring scene is completely different down there.
- It's very easy to be overqualified for a startup. We are looking for brilliant people we don't have to "untrain".
- Price is also a big factor. We can't afford to bring on experienced salespeople, who will often require a certain level of pay and benefits for their experience (we're not even set up to offer benefits yet). What we really offer is future potential for growth and personal investment.
- Startups really value loyalty. It's great that you are up to speed on coding and have side projects, but you don't want to convey the message that you aren't devoted to your day job.
- Have you applied to a wide variety of startups, or just the big "cool" ones in your area?
Is there any reason why you want to work at a startup? Unless you're a founder, working at one can be a frustrating and unrewarding experience. The vast majority of workers are fresh out of college and trying to build experience; either that or super-stars brought in to give direction.