This week on the Over Ask Podcast, Tyler Whitman joins Matt Lionetti and The Broke Agent to discuss how meeting an agent on Craigslist (who was looking for a roommate) changed his life. He talks about how different the reality of being an agent was from his perception of it (pre-license) and how he almost gave up on it before he found an ivy league client, who referred him to others.
Tyler also shares how he met Bobby Flay and sold his home (with a “chef-inspired kitchen”), and how, after that, he was bombarded with catfishing attempts—which, at some point, had him so jaded that he hung up on the casting director for Million Dollar Listing NY!
From there, the conversation turns to how his life and career have changed since starring on the show and what led to his meeting with Glennda Baker and starting the Glitter & Gay Podcast with her.
Click on any of the timestamps below to watch:
02:16 Tyler’s backstory
05:03 The Craigslist ad that changed everything
07:15 From Craigslist to Million Dollar Listing
12:17 Working with Bobby Flay and (later) getting catfished
15:39 Why Tyler hung up on the casting director for Million Dollar Listing NY
21:10 How his business has changed since taking the role
31:10 Tyler’s team and why it works so well (for all of them)
33:22 A 97% success rate with listing pitches
36:47 On using DISC for his hiring process
44:10 Deleting social media posts
48:24 The content that embarrassed him most
51:57 Tyler’s content strategy on Instagram
54:57 How he met Glennda Baker and started the Glitter & Gay Podcast
Click here to watch the full episode.
This week’s Over Ask Podcast is brought to you by BoomTown. Click here to learn more.







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