alt Hacker News> If the company is <30 people, reach out to the CEO directly.
When the people you're interviewing with are 'already senior' (e.g. direct reports to the CEO), you can sometimes make your case worse rather than better, because it feels like you're going over their head.
So rather than size...
- If the interviewer(s) in question feel like you're trying to circumvent them, you're probably making your case worse.
- The kind of CEO that tends to meddle in things below their level might drag down your case even if they like you, because folks can develop a distaste for their meddling.
- Doing this for senior roles, or roles at small companies can actually be worse, because the person in question is more likely to be close in reporting chain to the CEO, who is more likely to directly meddle in your hiring process. Zero- or one-level removed can be the worst.
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I interpreted this post as being about how you get an interview in the first place, so the hope would be that the CEO forwards your mail to this senior person you're worried about.
I understood the OP to be saying "reach out to the CEO to express your interest in working for the company in order to get to the interview stage", not "email the CEO to make a case for being hired when you're already in the interview pipeline"
When the people you're interviewing with are 'already senior' (e.g. direct reports to the CEO), you can sometimes make your case worse rather than better, because it feels like you're going over their head.
If that happens then it's a very good thing - you do not want to work at a company where people are precious about how they succeed. If a great candidate (e.g you) drops into the inbox of the CEO who forwards it to someone else, and their first reaction is 'Well, they violated my personal kingdom by going over my head!' then that is a manager you do not need in your life.