speaking from years of experience in Startup Land, here is the list of things to watch that indicate troubles in the money department.
1 - Pay checks being late. If pay checks are going to be late, good startup leaders inform their staff. Not informing the people is a big red flag.
2 - Top level executives leaving.
3 - Projects and/or budgets getting cancelled without explanation.
4 - Company wide meetings getting cancelled.
Individually, any of the items above could mean nothing, but if they get stacked up, that's never a good sign. And it's an even worse sign that the founders aren't talking .
Some advice for anyone interviewing at a startup:
Look them up on Crunchbase to find what their funding stage is and how much money they have raised. If you are being hired at a company that raised 1M at a seed round and they are hiring 20 new people, it's not going to be a long time before they run out of money (unless they plan to raise again or their revenue model kicks in).
If they are a bootstrapped, pre-seed, or seed (perhaps even a small series A) startup, ask them if they are planning another funding round.
If yes, they are planning another funding round, them ask them what their current run-rate is (how many months can the company function with the money they have in the bank now (with no additional funding). Perhaps a recruiter can't answer that question, but they can get you that answer.
If no, they are not looking to raise another funding round) one would think that their revenue has grown to the point where they don't need funding (which is a good sign). I would ask additional questions about any risks the hiring manager sees from competitions and the economy.
Taking a job at a startup with a 3 to 6 month run-rate could a risk for you. There is nothing wrong with taking a job at a startup with a 6 month run-rate, you can learn a lot, the founders might have their next funding round lined up (just not in the bank yet), and/or they may have revenue kicking in soon. It's just really nice to know so you can make an educated decision about taking the job.
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