Whitey Bulger, Boston's most feared gangster won the lottery in 1991, welcome to Boston

Boston Confidential Beantown's True Crime Podcast

Barry J. Maguire

Drama, Whitey, Boston, Boston True Crime, True Crime, South Boston, Charlestown, Fiction, Roxbury, Dorchester

4.7 • 658 Ratings

🗓️ 28 February 2022

⏱️ 27 minutes

🔗️ Recording | iTunes | RSS

🧾️ Download transcript

Summary

Send us a text In 1991 James "Whitey" Bulger won the Massachusetts lottery. Bulger and three cohorts hit the Mass Millions jackpot for over 14 Million dollars. In today's money that would be about 28 Million. Jim Bulger was under investigation by the IRS and needed to show legitimate income and Whitey soon found a way to do just that. Did the Winter Hill Gang fix the Massachusetts lottery like they had fixed horse racing for many years? This story is soooooo Boston it aches. Please tune in fo...

Transcript

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0:00.0	Welcome to Boston Confidential, Beantown's True Crime podcast.
0:11.6	Boston is a great city, but there's more to it than the Freedom Trail in Fenway Park.
0:16.8	There's a startling underbelly to the city, and Boston Confidential will take you on a guided tour of the hub of the universe, Boston, Massachusetts.
0:26.2	Hey, everybody, welcome back to Boston Confidential. My name's Barry McGuire, and I'm your host. I'm a 20-year private investigator on the streets of Boston, and I help run a company called Impact Due Diligence Investigations.
0:39.8	If you need anything in terms of investigative services, feel free to contact me at Impact.
0:45.8	If I can't help you personally, I'll certainly direct you to the right person or agency.
0:50.7	All right, guys, let's get to it.
0:53.0	Just some housekeeping stuff before we get started.
0:56.5	We had a massive response to the Aaron Hernandez trioka of episodes we produced.
1:04.0	I hope everybody else enjoyed those episodes.
1:06.4	I enjoyed it, and I know I mentioned this previously,
1:09.0	it makes me long for a longer format podcast, and I'm looking into that, and I know I mentioned this previously, it makes me long for a longer format podcast,
1:13.3	and I'm looking into that, and I know I mentioned at the end of the series that I had a case
1:19.1	in mind to jump off on that point. I'll keep you posted as we go. But as I mentioned, it's from
1:25.0	the old hometown, and it's a big ask of the people involved,
1:29.0	so I have to be cognizant of that.
1:31.6	If you want to get a hold of me, my email is Barry at Bostonconfinancial.net,
1:37.7	and be businesslike at a minimum in these emails.
1:43.5	Something strange happened to me.
1:45.8	I don't know, not last week.
1:46.9	I know we ran a replay last week, but somebody had written into me.
1:51.6	She was a journalism student from one of the overpriced colleges in the city of Boston.
	...

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