Ask HN: CTO- what to look for
What do you look for in a CTO? Skills? Background work? Any good recommendations for resources to help us discover that key role for a mobile-first software startup? Thanks in advance! Cheers
Compatibility: Is it someone you could spend a month with in the woods without hating, abandoning, or killing each other? But he must be able to argue his side and be right- you don't want a "yes" man. You need the other hand of the steering wheel to course correct when needed. But you have to be able to spend a massive amount of time together.
Complement: Does he fill the gaps (in more than just technology) that are missing in the team for success? This is not just a coding or tech position. He may end up being project management, product management, sales, accounting, office manager, etc.
Charisma: In both well-accepted meanings of the word: (1) compelling attractiveness or charm that can inspire devotion in others, (2) a divinely conferred power or talent.
Those three are most important.
Skillwise, look for someone with proven experience (mobile development), preferably in Android, iOS, HTML5, one or more modern JavaScript frameworks (Angular, Backbone, etc.). Also, what would they write in service-side? (Java? Go? Node? Sinatra?) What would they serve that with, and do they have experience setting that up? Server-side will need significant Linux admin experience, experience working with Amazon services/cloud storage, significant hardware setup and networking knowledge, has setup network before at work not just in his or her house. Good with PostgreSQL or MySQL- can setup, admin, design schema. Someone adept with design and user experience. That is the bare minimum. You need more than that to be successful, though. Anyone can fake those enough to get the job, but can they manage themselves, design the product, work 48 hours straight to fix things, etc.?
MBAs with a "good idea" looking for a CTO to implement it are a dime a dozen. If you don't have a great sell, no one worthwhile will apply, so have a good tech lead review any job you post before you post it, though you really will be better off with a referral. And to bring them in, you will need to have everything that the CTO doesn't have- the connections, the money, and the ability to sell (if needed), etc. Don't be a hardass and don't sell too hard- be yourself but more professional. Pretend this person is an angel or VC you are trying to sell, then turn it back a few notches.
This person is not an employee. They are a founder.
Since you mention that you are a startup, you will have technical issues that no one single person will have worked on before. Instead of looking for someone who has UI, backend, server admin, mobile, web [add many more] skills, look for someone who is honest about what he knows and does not know, is not intimidated by different technologies and enjoys getting his fingers wet in different areas of work. I'd go with a Jack of all trades to a Ninja-Guru-Shaman programmer any day.