How One Rebel Question Landed Tom a $47M Prospect — Last Week
- Sep 24
- 1 min read

Most advisors say they want to go upmarket.
But they keep prospecting the same way they always have.
Tom didn’t.
Here’s what changed:
🔹 Instead of fearing he’d sound salesy…
He asked:
“What would I think of myself 10 years from now if I never told affluent people how I could help them — and their friends?”
🔹 Instead of worrying, “I might regret asking,”
He reframed it:
“I’ll regret it if I never speak up.”
He shifted from tactics to identity:
“I don’t work out because it’s a goal — I work out because I see myself as a healthy person.
I need to see myself as someone who asks for introductions. That’s what builds healthy prospecting habits.”
This mindset shift gave him something most advisors never access:
Psychological air to go upmarket — without feeling pushy, salesy, or like 'that guy' at the club.
Result?
Two new prospects in one week. Combined net worth: $80M+.
New identity. New habit. Asking machine.
I’ve coached high-performing advisors like Tom for 15+ years.
And I just put the playbook into one concise guide:
“What It Really Takes to Win Upmarket Clients.”
Want a copy?
Drop “PDF” in the comments and I’ll send it your way.


