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10 March 2026 · 54 min
Why Guests Might Be Holding Your Podcast (and you) Back with Zachary Owings
He sent Gary Vee a message … and 30 minutes later got a job interview.
Zachary Owings was playing professional baseball for the Miami Marlins, watching hours of Gary’s content and one day took a chance.
He now works alongside Gary Vee, hosts the Real OShow with his brother Joshua and has hundreds of thousands of followers and millions of views across the podcast and youtube … but his advice for podcasters? It’s COMPLETELY different to what you’d expect.
Especially when it comes to guests.
We chat about:
🎙️How to build a podcast community that buys from you (not just listens)
🎙️Whether YOU should have guests on your show
🎙️What you need to include in your cold outreach if you want people like Gary Vaynerchuk to respond
Listen to The Real O Show on Apple (https://podcasts.apple.com/us/podcast/the-real-oshow-podcast/id1634513051) & Spotify (https://open.spotify.com/show/51DacIVT9XnmaKnrvG4zCB)
Or watch on Youtube here - https://www.youtube.com/watch?v=zyiN4V2yTfQ
Follow Zachary & Joshua on Instagram here - https://www.instagram.com/therealoshow_/
Have a guest you want to hear from? Question you want answered? Send me a DM over at www.instagram.com/alyciachapman_ or https://www.instagram.com/howdoipodcast
Watch the podcast on Youtube - https://www.youtube.com/@HowDoIPodcast
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