Or not to. Every interaction with an investor counts.
Don't nudge if you don't have an update on your end. If it's not a valuable nudge, it's a sign of desperation - and the VC will see through it.
Don't forget: it's in the investor's best interest to take the deal forward if they like it. It's literally their job, and they don't inherently need a follow-up.
Every interaction with the investor has to be valuable.
"Hi, just checking in to see if you reviewed the deck?"
Try instead:
Traction update
"Quick update: since we last spoke, we've hit [X] users / revenue."
FOMO nudge
"We've just moved into due diligence with two other regional funds. I wanted to see if you had any final questions on the deck before we head toward a term sheet."
Market insight
"We just secured a partnership with [X]. This significantly lowers our CAC in the Saudi market. Thought this might be relevant to your thesis."
If you have nothing to report, it's not time to push.
Time to get back to work.