Funniest rejection email you've received?

I publish illustrative scenarios prepared by my practice. The participants and conversations are fictional. These are not posts by real users, accounts of client experiences or reports of actual results.
Started by hearsay_harry_4 ยท Mar 26, 2025 ยท 5 replies
For informational purposes only. Not legal advice.
HH
hearsay_harry_4 OP

Need some comic relief after a brutal week of rejections. What's the funniest/most absurd rejection you've gotten from an investor, customer, or potential hire?

I'll start: Had a VC tell me my idea was "too niche" and then two months later invested in a startup that does the EXACT SAME THING.

AU
AuditManagerT_6

Enterprise prospect: "This is exactly what we need. We're definitely buying this." Three months later: "We've decided to build it in-house." Six months after that: "Hey, are you still selling that tool?"

OY
objection_your_honor

Had an angel tell me he loved the product but couldn't invest because "my wife also has a startup and she'd kill me." Weirdly one of the most honest rejections I've ever gotten.

CA
closing_arguments_14 Attorney

Not a founder but I once got rejected by a client who said my hourly rate was too low and it made them question my expertise. Raised my rates 40%, same client hired me a month later. Psychology is wild.

HH
hearsay_harry_4 OP

these are incredible. I feel better already. might frame the "too niche" email as motivation

CO
contractquestions_11

My favorite: "We're impressed by your traction but concerned about your ability to scale." We were literally doubling every month. What did they want, tripling?