🍨 I love Sundaes

What’s your favorite show on the internet?

I am saying “show” because I want to keep it broad. A “show” could mean so many different things, and that’s alright!

Reply to this email with your pick, I am genuinely curious.

Well, for the past several years one of my favorites has been Caleb Pressley’s ridiculously hilarious Sundae Conversation.

Ridiculously hilarious is not an understatement. If you have yet to watch one of Caleb’s interviews, it’s a must.

He puts A-list celebrities in the hot seat for 3-6 minutes and asks questions in the most unique way that no other media outlet or interviewer would ever be capable of constructing.

Pretty sure Caleb has a 100% hit rate on making his guests breakout in laughter at least once on the show.

Why is it called “Sundae” convo? Well because his partner in crime Glenny Balls sits in a third chair next to them destroying a bowl of ice cream while Caleb and the guest do the interview. And they release episodes on Sunday (Sundae) mornings.

Here’s a list of some of his most watched episodes on YouTube:

• Hasbulla

• Drake

• Theo Von

• Druski

• Aaron Rodgers

• Danny McBride

• Post Malone

• Floyd Mayweather

And a ton of others that have way over a million views.

Here is last week’s episode with Jamie Foxx:

Ok, so why am I hyping up Caleb and his show like he’s my teammate??

BECAUSE HE IS NOW!

Caleb become famous working for the big bad Barstool Sports (which I am a fan of) over the past several years.

His contract was up at the end of 2024, and he decided he wanted to test the waters on his own. He kept the rights to his show, grabbed a few employees on his team and is now a free man.

He is partnering with us at Shadow Lion to help him produce and operate his show, as well as develop new content for Caleb to own. We are very, very excited to be aligned with the superstar that he is.

Here’s a full article from The Hollywood Reporter on the news and partnership.

I am personally working with the team on social channel management, guest booking and brand sales.

It’s just been really cool to now work on a show I have been such a major fan of over the years. I was a loyal Sunday morning viewer of almost every episode.

To all my savages out there that work with consumer brands that to put their product in the hands of Caleb and in front of the millions that consume his content, you know where to find me!

What Caleb has done for the Mamitas Tequilla Seltzer brand has been lightning. That could be you! 👀👀

Hit me up. And if you’re just a regular person that wants to watch and you’ve never seen an episode, go subscribe to his YouTube channel or follow Caleb on IG.

We also just launched a new IG account @sundaeconvo re-airing all of the best clips from guests. Great way to get caught up.

Shadow is such a cool place to work for the fact we’re always on the search for new talent to partner with.

Whether that’s an established creator like Caleb, prominent athlete like Tom Brady or a young creator who is just starting out, we are in the business of creating killer content with folks who are passionate and serious about building big audiences.

If you can’t tell, I am excited about working with Caleb and what the future of Shadow Lion holds.

Hell of a start to 2025 🚀🚀🚀🚀

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