AJ Vaynerchuk: How a backyard game became my next big bet

Via LinkedIn

If you told me twenty years ago that Gary Vaynerchuk and I would one day own a professional Wiffle Ball team, I probably would’ve laughed.

But the more I think about it, the more it makes perfect sense. That’s why we’re now the proud owners of the New York Green Apples in Big League Wiffle Ball – https://lnkd.in/eWr5m9sT

We’ve always believed in the rise of emerging sports — where passion, creativity, and community form before the mainstream arrives.
That belief has guided a lot of our recent ownership or league investments including:

  • Unrivaled — reimagining women’s basketball
  • Pro Padel League — bringing one of the world’s fastest-growing sports to the U.S.
  • The 5s in Major League Pickleball — Gary and Ryan Harwood have built a dominant franchise in that league

And now, Big League Wiffle Ball (BLW)

The league started with a teenager in his backyard — Logan Rose — who turned a fun idea with friends into a full-fledged national circuit.
That type of entrepreneurial spirit is exactly what excites us.

Gary and I are joining as owners of the New York Green Apples, part of BLW’s 10-team debut season kicking off this month. 🍏 .. peep the veefriends integration on the logo 😉

For us, this isn’t about nostalgia.
It’s about what’s next — where sports, content, and culture collide.

On another note, At VaynerSports, we see it every day in our brand consulting work led by Zachary Rubin and the team — how companies are eager to align with properties that bring real storytelling, community, and personality.
Emerging leagues offer that in a way traditional sports often can’t.

They move faster.
They listen more closely to fans.
And they create new entry points for brands, athletes, and audiences.

That’s the opportunity.

We’re beyond excited to help BLW grow, build real fandom, and scale from backyards to ballparks.

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