Price and return
15 mentionsThe fee is weighed against a coach, a hire, or doing nothing.
Costs more than an executive coach9x
“I can get a coach for half that.”
Needs to see the return first6x
“Show me what founders got out of it in year one.”
What works: Put the fee next to the cost of one wrong executive hire. Offer the 90-day check-in with a clear exit.
Mentor fit
13 mentionsWants proof the mentor has done their exact next stage.
Will the mentor know my industry?8x
“Healthcare is its own world.”
Wants to meet the mentor first5x
“I'd need to click with them.”
Raised by
+1
What works: Send two named profiles with matching exits before the follow-up call.
Timing
11 mentionsMid-raise, mid-hire or mid-quarter. Almost never a no.
In the middle of a fundraise7x
“Can we revisit once the round closes?”
Quarter is already packed4x
“Everything is on fire until the end of the month.”
Raised by

What works: Ask what changes after the raise, and book the follow-up for that date before the call ends.
Time commitment
6 mentionsWorried the program becomes one more meeting.
What works: Two sessions a month, scheduled around their calendar. Mentors come prepared with the agenda.
Co-founder sign-off
6 mentionsThe decision is shared, and the other founder was not on the call.
What works: Invite the co-founder to the follow-up call. Send the one-page summary the same day.
Already advised
5 mentionsBoard members or investors already play the role.
What works: Board members advise the company; a mentor works for the founder. Different questions, different room.