Connecting B2B professionals since 2012

Week of August 31, 2026

The weirdest thing...

What’s new: That’s the question yours truly asks as an icebreaker when a 1-1 is not going anywhere.


Why it matters: A bailout line like that immediately changes the tenor of the meeting.

What ends up happening: At worst, you get a smile. Ok, a half-smile. At best, you have a transformative conversation.


Here’s the question:


“What’s the weirdest thing that’s happened to you since ___”


You can fill in the blank with whatever you think is appropriate. When I used it, I hadn’t seen the person in more than 20 years. So, it was quite natural to ask:


“What’s the weirdest thing that’s happened to you since the last time we saw each other?”


If it’s somebody you’ve seen fairly recently, you can alter it to:


“What’s the weirdest thing that’s happened to you since you’ve been in business?”


Or “what’s the weirdest thing that’s happened to you in 2026?”


Why I used it: Confession time. The 1-1 had stalled. Both of us had done our mechanical “this is what I do” rap. And we’d only been online for 15 minutes or so.


So, I made the tactical call that business was not going to be passed, referrals not made. A course correction was in order. So, I asked the question.


What happened after that: Magic. He smiled instantly. Then began sharing his story, which honestly was not that weird at all. It includes his joining a men’s group. That’s something I’ve done years ago as well.


And that’s when things clicked.


So, while I had been watching the clock, the next time I checked the time an hour had gone by. And a bond had been created.


Try it out: The beauty of the line is you don’t have to wait for the 1-1 to stall before asking. You can even start off with it as your opening question.

My Pinnacle Network - Westborough, Tuesday, September 1, from 8 a.m. – 9:30 a.m. Zoom info https://us02web.zoom.us/j/82035853891?pwd=RRKLb8fWAT5LsSDYHvIwqcIN8ULaEI.1&jst=1 Meeting ID: 820 3585 3891 Passcode: Westboro One tap mobile +16469313860,,82035853891# US

+13017158592,,82035853891# US (Washington DC)


My Pinnacle Network-Mansfield - Wednesday, September 2, from 8:30 a.m. to 10:00 a.m. Zoom info https://us02web.zoom.us/j/81203476184; Meeting ID: 812 0347 6184; One tap mobile, +13126266799,,81203476184#

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My Pinnacle Network-Mansfield

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My Pinnacle Network-Westborough

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