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This Past Weekend w/ Theo Von

#616 - Retired Boston Detective

This Past Weekend w/ Theo Von

Theo Von

Comedy

4.824.2K Ratings

🗓️ 9 October 2025

⏱️ 115 minutes

🧾️ Download transcript

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

Click on a timestamp to play from that location

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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