I'm talking to a couple companies that have maybe 40-60 customers and are looking to hire a 2nd/3rd AE respectively to aggressively sell and hit product market fit. They're being fiscally responsible from what I can tell (low burn rate/nearly profitable already) and not hiring a slew of AEs. I have done this before, but not in tech, want to assess my risk levels.
-What should I look out for?
-What are essential questions to ask?
-Expectations to set?
-Tell me your horror or success stories!
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