The Client Questions We Don't Know to Ask...

Ever feel like we're asking the wrong questions in sales conversations?

A gentleman helping an elderly lady cross the street, symbolizing guidance and support.

Written by

Kevin Hagemoser

Ever feel like we're asking the wrong questions in sales conversations?

I was chatting with Adam Hannemann the other day, and something clicked.

Most MSP Sales conversations start with: "What tech issues are you dealing with?"

That's like showcasing the scratches on your own used car 🚗 before anyone even asks.

That's hella uncomfortable 🩹

Here's a different angle: What if the first conversation wasn't about tech at all?

What if it's just about being in business or being human?

Try this instead:

 ✅ Ask what's really on their mind that day. Maybe they need a dog sitter.

 ✅ Bring something unexpected and useful, like a free BYOD policy template.

 ✅ Lead with curiosity & empathy, not arbitrary solutions you suggest to all prospects.

Stop 🛑 the sales pitches... use trust builders.

Because:

People remember who helped, not who pitched.

 ✅ Sales follow trust, not the other way around. 🤝

What's a small gesture that's made a big impact in your sales conversations?

Tell me about small things that impacted You 📩

I'd love to hear it!

- Kevin Hagemoser