Sales used to feel like a bad Tinder date—awkward, forced, and full of follow-ups that reeked of desperation. “Hey, just circling back…” Kill me now. I wanted to close clients, not chase them like a debt collector on payday. So I turned to AI—not to write the message
Sales used to feel like a bad Tinder date—awkward, forced, and full of follow-ups that reeked of desperation. “Hey, just circling back…” Kill me now. I wanted to close clients, not chase them like a debt collector on payday. So I turned to AI—not to write the message for me, but to help me stop sounding like a try-hard.
Here’s what I learned: the fortune is still in the follow-up, but the respect is in the tone. And ChatGPT became my secret weapon.
Example 1: The Proposal Follow-Up
Instead of, “Just checking if you saw my proposal,” I told ChatGPT:
“Write a casual but confident follow-up for a marketing proposal. No pressure. Friendly, short, and natural.”
Result?
“Hey James, hope your week’s been good. Just wanted to see if you had a chance to peek at the proposal—happy to tweak it if anything feels off.”
No begging. No awkwardness. James replied in 2 hours.
Example 2: Post-DM Momentum
After a great Instagram DM exchange with a local phone repair shop, I wanted to pitch them content strategy. But cold pitching in DMs? Feels gross. So I told GPT:
“Turn this DM thread into a warm intro message. Keep my tone. Don’t make it sound like I’m trying to sell.”
It gave me a beauty:
“Great chatting with you the other day—your passion for the brand shows. Got a few quick ideas on how you can level up your content to really connect with your audience. Mind if we organize a 5-minute catch-up?”
Smooth. Authentic. No slime.
Example 3: The ‘Dead Lead’ Wake-Up
I’d spoken with a client 3 weeks ago—ghosted since. Instead of chasing, I gave GPT this:
“Write a short, playful message to revive a quiet lead. Mention I might’ve dropped the ball, not them.”
Framing is everything.
It gave me:
“Hey Angelo, just realised I may have let the ball drop on our convo—and that's on me! If you’re still keen, happy to pick it back up.”
No guilt-trips. Just real authenticity.
AI didn’t magically make people say yes. But it made me sound like someone they’d actually want to talk to.
Because in a world full of bland, salesy noise—being human is your unfair advantage. And now, thanks to AI, you can scale that without sounding like a bot on a bender.
