Ask HN: Successful web company founder/CEO looking for experienced advice
https://news.ycombinator.com/item?id=8983374I run a successful small web-based company around classifieds search and aggregation. (I don't refer to it as a start-up since the goal has never been to get big and exit; we're bootstrapped into comfortable profitability and I'm happy to continue organically growing the business.)
I come from a tech background, and I've picked up a number of skills along the way related to the business side - everything from interviewing to accounting - but I expect I could benefit from talking to someone who has successfully navigated all of this before.
I won't get into all the specific questions I'm pondering here, but they are things like, for example, what's the best way to hire for positions where you yourself have little knowledge? I have no difficulty hiring developers, but I find the idea of hiring a dedicated marketing or sales person rather daunting. Or how best can you grow the business without growing your own workload proportionally? I know delegating is important, and I try to do as much of that as possible, but I find that while each new hire tends to increase our work capacity, it's more likely to slightly increase my workload than decrease it. I expect that's also related to only having hired developers so far. (Although compared to some of the horror stories you read around here, I have it really easy; I've very rarely had to put in the insane hours that seem so common in the world of startup founders.)
Anyway, if you think you might have some useful input and would like to chat, let me know! I appreciate it immensely. And of course, if you're reading this and think I might be able to help you, feel free to reach out for that too.