I would want a developer who knows the best practice keeping the ciphersuite up to date and understands stuff like client side certificates if they going to work on any security conscious application.

I'd prefer it but one you mention can be done upstream by library developer with secure defaults. Think NaCl. Client-side certificates might come with best practices or checklists that show proper use with optional data on the way. Neither issue requires understanding SSL in common deployments.

Note that I say this while agreeing with you that I prefer someone who knows what they're doing. Especially as SSL support isn't usually at the usability standard I'm describing. Yet, it's not intrinsic to the problem: just crap UX.