top of page

How One Rebel Question Landed Tom a $47M Prospect — Last Week

  • Sep 24, 2025
  • 1 min read

Updated: Jan 12


Smiling older man wearing glasses, Chicago skyline and waterfront in background.

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.


 
 

Book a call with Matt to explore coaching options

BOOK NOW

3X your referrals in 71 days with The High Value Referral System.

bottom of page