#616 - Retired Boston Detective

This Past Weekend w/ Theo Von

Theo Von

Comedy

4.8 • 24.2K Ratings

🗓️ 9 October 2025

⏱️ 115 minutes

🔗️ Recording | iTunes | RSS

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Summary

Kara Connolly is a former detective and police officer who recently retired following a 30+ year career in the Boston area. After her time as a patrolwoman she transferred to the Human Trafficking Division where she worked undercover. Kara joins Theo to talk about some of her most unique cases as a detective, going undercover on Backpage to target sex-buyers, and her thoughts on why crime enforcement has softened in recent years. ------------------------------------------------ Tour Dates! https://theovon.com/tour New Merch: https://www.theovonstore.com ------------------------------------------------- Sponsored By: Celsius: Go to the Celsius Amazon store to check out all of their flavors. #CELSIUSBrandPartner #CELSIUSLiveFit https://amzn.to/3HbAtPJ Rocket Money: Go to http://rocketmoney.com/theo to cancel your unwanted subscriptions. Blue Chew: Go to http://bluechew.com and use code THEO at checkout for your first month free. Sonic: For a limited time, redeem a free large drink when you purchase a Sonic Smasher: https://www.sonicdrivein.com/menu/burgers/sonic-smasher/ Valor Recovery: To learn more about Valor Recovery please visit them at https://valorrecoverycoaching.com/ or email them at admin@valorrecoverycoaching.com Perplexity AI: Ask anything at https://pplx.ai/theo and download their new web browser Comet at https://comet.perplexity.ai/ ------------------------------------------------- Music: “Shine” by Bishop Gunn Bishop Gunn - Shine ------------------------------------------------ Submit your funny videos, TikToks, questions and topics you'd like to hear on the podcast to: tpwproducer@gmail.com Hit the Hotline: 985-664-9503 Video Hotline for Theo Upload here: https://www.theovon.com/fan-upload Send mail to: This Past Weekend 1906 Glen Echo Rd PO Box #159359 Nashville, TN 37215 ------------------------------------------------ Find Theo: Website: https://theovon.com Instagram: https://instagram.com/theovon Facebook: https://facebook.com/theovon Facebook Group: https://www.facebook.com/groups/thispastweekend Twitter: https://twitter.com/theovon YouTube: https://youtube.com/theovon Clips Channel: https://www.youtube.com/c/TheoVonClips Shorts Channel: https://bit.ly/3ClUj8z ------------------------------------------------ Producer: Zach https://www.instagram.com/zachdpowers Producer: Trevyn https://www.instagram.com/trevyn.s/ Producer: Nick https://www.instagram.com/realnickdavis/ Learn more about your ad choices. Visit megaphone.fm/adchoices

Transcript

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0:00.0	It was even bad in America.
0:03.0	You know, I'm not home a lot.
0:05.4	You know, I can't keep a plant alive at the moment.
0:08.5	But when I am home, my bedroom is like my sanctuary, you know, it's a sacred spot for sleep.
0:15.2	Thankfully, I have a Helix sleep mattress.
0:19.2	God, I like it.
0:20.6	I mean, I get on that thing and who baby girl, four I know it's
0:24.7	morning and I'm feeling good. In fact, I like mine so much. I got two of them. I put one of them in the
0:31.4	guest room out of there case mom wants to come and just launch some of her dirty dreams into that
0:36.6	thing. Because honestly, sleep matters
0:39.5	more to me than ever, especially when I'm on the go. If I'm home, you know it. Days are long.
0:44.8	When you shut it down, it's time to shut it down. Getting real sleep on my Helix sleep mattress makes
0:50.1	all the difference. If your old mattress has you just launched in, locked in a trench over there,
0:55.1	you need a ladder to get out that thing. It may be time for you to give Helix sleep a try. You can sleep
1:01.6	great too. Just go to helixleep.com slash Theo to get 25% off sitewide for our audience only. That's
1:10.3	helix sleep.com slash t-h-e-o. Make sure you enter our show
1:16.4	name after checkout so they know that we sent you. If you're running a business, before we begin,
1:22.1	I'd like to say that some of the conversation from today is kind of graphic in nature.
1:27.4	We're talking about police work and detective
1:29.2	work and some of it's intense. If those types of conversations are not for you, then please make
1:36.3	that choice for yourself. Thank you. Today's guest is a retired Boston police officer and
1:43.3	detective.
	...

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