Alan Todd May: Black Gold, Red Flags | 190

Scamfluencers

Wondery

Society & Culture

4.1 • 7K Ratings

🗓️ 1 December 2025

⏱️ 57 minutes

🔗️ Recording | iTunes | RSS

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Summary

Alan Todd May used a potent mix of Southern charm, audacious lies, and fake identities to steal millions and bankroll his fantasy life as a wealthy Texas oil man. When the authorities finally catch on, May doesn’t just surrender – he stages his most outrageous con yet: a prison escape. On the run, he reinvents himself once again, and settles into Florida high society, where he flaunts his wealth, throws parties, and cozies up to the elite. But May’s hunger for attention will be his undoing, and send him from the society pages straight back into the crosshairs of the law.

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Transcript

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0:00.0	Hey, scam influencers fans, Sachi here.
0:02.2	If you live for the outrageous stories and unbelievable cons that we cover, you need Wendry Plus.
0:07.2	It's like sitting in the room with us as we unravel every twist.
0:10.5	Add free a week ahead of everyone else and packed with exclusive content you won't hear anywhere else.
0:16.1	Start your free trial in the Wendry app, Apple Podcasts, or Spotify now.
0:26.0	Thank you. trial in the Wendry app, Apple Podcasts, or Spotify now. Sachi, if you are a scammer, is there a specific type of caricature or persona you'd try and take on?
0:34.3	I think ambiguously ethnic, loosely rich woman who doesn't abide by any of society's
0:42.5	more as than is always wearing sunglasses inside.
0:44.6	Yes, I would really want to be like cartoon glamorous.
0:49.0	Like, you know, those ladies who have like fur and like a long filtered cigarette?
0:53.4	Yeah.
0:53.7	Which is essentially correlatable.
0:56.0	Yeah, I'm like trying it with the gray hair. I think I could get there. I just can't shut up. It's a
1:00.1	problem. Yeah, but you know, we can work on that. Okay. Well, today, I'm going to tell you about a true scam addict who would stop at nothing to be a classic Texas oil man.
1:11.7	But with all his convoluted schemes taking him in and out of prison, he ended up more like
1:17.4	someone from a Cohen Brothers movie.
1:23.1	It's early March 2010.
1:25.7	Don Dandridge is sitting in her office inside a sleek high-rise building in downtown Dallas.
1:31.7	Dawn is in her early 40s and is an accountant at Prosper Oil and Gas, a very successful oil investment firm.
1:39.5	Handling big accounts isn't new for Don. She has multiple business degrees and has worked for several national
1:45.0	companies. But this job is different, mostly because of her boss, Alan Todd May.
1:51.7	Don's been working for Alan for a few months now. He's in his early 40s with a medium build,
	...

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