r/sales
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u/cakedayenjoyer
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Sep 03 '25
Advanced Sales Skills Got ghosted for 97 days. Closed $1.3M with a handwritten note
I don’t have anyone IRL I can tell this to without sounding like a clown so… hello internet.
Enterprise SaaS. 7-figure quota. Deal was sitting at legal. Champion leaves. New CFO “re-evaluating vendors.” You know the drill. Then: silence. For. Ninety. Seven. Days.
I did the usual: polite bumps, new thread, forwarded thread, “bumping this to top of inbox,” value adds, case studies, the whole parade. Nothing. Pipeline rotting. Manager asking “any updates?” god I hate that but it works.
Day 98 I snapped (in a calm way). I got a ping on nationgraph that their board was meeting that friday. Clock was ticking. I printed a one-page note on actual paper, signed it with a blue pen like a psychopath, and FedEx’d it to the CFO’s attention. The note said:
“If you’ve moved on, totally fair—please tell me so I can move on too. If not, here are the 3 things blocking value on your side (from your team’s words, not mine):
SSO risk sign-off
90-day opt-out language
Training for the field team before Q4
Give me a 10-minute ‘no-slides’ call this week and I’ll walk you through how we de-risk all three without changing price. If I can’t, I’ll write the breakup email for you.”
No deck. No link. I put my cell at the top in huge font like a Craigslist ad.
His EA called the next morning: “He can do 12:10–12:20 today. Don’t be late.”
We did it in 7 minutes. He said, “If you include the opt-out and own the training schedule in the MSA, I’ll sign.”
Friday 4:36pm: DocuSign ping. $1.3M TCV, $280k year one. Commission pre-tax: $104,000. I sat there staring at my screen like it was a wild animal that wandered into my apartment.
What worked (in my very unscientific opinion):
– Physical pattern interrupt. Email = background noise. Paper on a desk = “who is this maniac?”
– Specific friction list in their language. Not “value,” not “synergy.” The three actual bricks in the road.
– Risk reversal. I offered to write the breakup email. Takes the pressure off saying “no,” which ironically makes “yes” easier.
– Ruthless brevity. Ten minutes. Humans can tolerate ten minutes.
I’m not a wizard. I lost two other deals this quarter that still make my stomach flip. But this one… this one reminded me why we play the game.
If you’re stuck in ghostland, try getting weird (professionally). Paper. Loom to an EA. A 90-second voicemail to the CFO’s assistant with a single, specific ask. Something that doesn’t look like every other email in the pile.
Shoutout to you if you cared enough to read this far. AMA I guess