When Blair Chose Me to Demo (and What That Taught Me About Real Life)

That night taught me something way bigger than how to hit a dink shot. It taught me what it feels like to be chosen and how powerful that moment can be.

I still remember the first time Blair called me up in front of the 101 class.

It was a random Thursday night. One of those evenings where you're not even sure why you showed up. Tired legs. Too much going on. A paddle that felt heavier than usual. But I was there. And apparently, that mattered.

“Dylan, come help me demo this next drill,” Blair said casually, like it wasn’t a big deal.

But for me? It was.

It was validation. A little jolt of pride I didn’t know I needed. Someone who’d been playing for decades saw something in me, a guy barely a few weeks into this thing.

I wasn’t perfect. I fumbled a return. Nearly tripped on a stray ball. Probably looked more like an awkward Labrador than a seasoned player. But it didn’t matter. I was in the front. Helping. Learning. Visible.

⸻

And it’s worth mentioning while Blair might be the one at the front leading the drills, none of this happens without Morn. She’s always there too. Steady, supportive, and sharp as ever. Watching her support Blair while quietly commanding respect of her own...it’s a reminder that partnership doesn’t always mean being center stage. Sometimes, it’s the presence just behind the spotlight that makes the whole thing work.

⸻

That feeling of being seen and trusted is something I’ve carried into other parts of my life too.

Especially real estate.

See, when someone picks me to guide them through buying or selling a home, it’s a similar honor. They could have chosen anyone. But they picked me. And just like Blair did that night, I try to show up with patience, clarity, and a whole lot of care.

If you’ve ever been chosen to lead even if you didn’t feel ready remember: that choice means something. Lean into it.

If not, no hard feelings.

But don’t be surprised if you circle back later when you’re nosy and want to know how this all started 😉

Big thanks to anyone who's ever nudged me forward when I didn't even realize I was ready. That night was about pickleball but it echoed way beyond the court.

– Dylan

P.S. If we’ve ever shared a court or you’ve ever seen me flail through a drill with a smile…I’d love to hear about your first moment of being “picked.” Hit reply or message me. That stuff matters.