Kiss Your Customer: What Sales and Dating Have in Common with Andy Masters

What if I told you that sales and customer service are just like dating?

Yep, the same mistakes that can ruin a first date might be the very things costing you customers.

In this episode of Success Through Connections, I sit down with my longtime friend and mentor, Andy Masters, an award-winning author, international speaker, and the creative mind behind “Kiss Your Customer: 77 Reasons Why Sales & Service Are Just Like Dating and Relationships.”

Andy and I go way back (over 20 years!), so this conversation feels like a reunion with a purpose, one that’s packed with laughter, real talk, and powerful takeaways about how genuine human connection can transform your business.

Here’s a glimpse of what we dig into:

•  The hilarious, yet surprisingly accurate — parallels between dating and sales.
•  The #1 mistake that turns customers off (and how to fix it).
•  Why “surprise” can be your greatest business superpower.
•  Simple, low-cost ways to create wow moments that build lifelong loyalty.
•  What leaders over 50 need to unlearn about AI to stay relevant.
•  And why authentic, human relationships are becoming more valuable than ever in an automated world.

Andy also shares stories that’ll stick with you, like the time a single can of A&W Root Beer turned into a lifelong business connection (and eventually, a speaking gig three years later).

If you’ve ever wondered how to turn everyday transactions into lasting relationships, or how to make your customers feel seen — this episode will hit home.

🎧 Hit play and let’s talk about how the smallest acts of thoughtfulness can lead to the biggest opportunities.

Because, as I always say —

Success doesn’t happen in isolation.
 Connections are today’s currency.
 And they’re the new power move.