In the Shadows: Oscar Ray Bolin Day 4: 12 Nightmares Before Christmas

Our True Crime Podcast

Flanderson Media, LLC

Personal Journals, Society & Culture, True Crime

4.6 • 1.3K Ratings

🗓️ 16 December 2025

⏱️ 42 minutes

🔗️ Recording | iTunes | RSS

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Summary

On the 4th Nightmare Before Christmas… On a quiet Florida night, a patrolman sees two cars pulled over. Inside one, a clean-cut man and a woman who whispers, "I'm okay." The officer drives away, unaware he's just left a victim alone with her future killer. That moment was just the beginning. Oscar Ray Bolin left a trail of terror that stretched across Florida. He seemed ordinary, friendly, unassuming, someone you’d never suspect, but his dark side hid in plain sight. Join Cam and Jen as they discuss “In the Shadows: Oscar Ray Bolin.” We have the most incredible team: Listener Discretion by ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Edward October ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Research & Writing by Lauretta Allen Executive Producers/Music by @theinkypawprint Sources: https://www.youtube.com/watch?v=6Kvw2k42XT0 https://murderpedia.org/male.B/b/bolin-oscar.htm https://en.wikipedia.org/wiki/Oscar_Ray_Bolin https://allthatsinteresting.com/oscar-ray-bolin https://law.justia.com/cases/florida/supreme-court/2004/sc02-37-1.html https://www.findagrave.com/memorial/156825804/oscar_ray-bolin https://www.newspapers.com/image/321261395/?match=1&clipping_id=182527083 Obit for Natalie Holley https://www.newspapers.com/image/321261105/?match=1&clipping_id=182527381 discovery of Natalie's body https://www.newspapers.com/image/337978474/?terms=%22Natalie%20Holley%22 https://www.newspapers.com/image/337978488/?match=1&terms=%22Natalie%20Holley%22 https://www.newspapers.com/image/323050173/?terms=%22Natalie%20Holley%22 https://www.newspapers.com/image/323050378/?terms=%22Natalie%20Holley%22 https://www.newspapers.com/image/337973028/?terms=%22Natalie%20Holley%22 https://www.newspapers.com/image/336703396/?match=1&terms=%22Stephanie%20Collins%22 https://www.newspapers.com/image/336703435/?terms=%22Stephanie%20Collins%22 https://www.newspapers.com/image/336717960/?match=1&terms=%22Stephanie%20Collins%22 https://www.newspapers.com/image/321153755/?match=1&terms=%22Stephanie%20Collins%22 https://www.newspapers.com/image/321153750/?terms=%22Stephanie%20Collins%22 https://www.newspapers.com/image/336829954/?match=1&terms=%22Stephanie%20Collins%22 https://www.newspapers.com/image/336830012/?terms=%22Stephanie%20Collins%22 https://www.newspapers.com/image/336830111/?article=66114aac-0352-4e6f-87b5-71ee705b3b80&terms=%22Teri%20Lynn%20Matthews%22 https://www.newspapers.com/image/321151367/?terms=%22Teri%20Lynn%20Matthews%22 https://www.newspapers.com/image/336704359/?terms=%22Teri%20Lynn%20Matthews%22 https://www.findagrave.com/memorial/156205949/natalie-blanche-holley https://www.findagrave.com/memorial/34937887/stephanie_anne-collins https://www.findagrave.com/memorial/156206232/teri-lynn-matthews https://caselaw.findlaw.com/court/fl-supreme-court/1720993.html Learn more about your ad choices. Visit megaphone.fm/adchoices

Transcript

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0:00.0	Hey Sainsbury's. Off to my neighbour's Christmas
0:02.0	do later. Got any gift ideas? How about our Taste the Difference Chocolate Chip Short Bread Tin? Deliciously Moorish or butter biscuits in a boogie box? Or give them a treat for the eyes and the taste buds with our indulgent taste the difference cherry and amaretto Panatoni. What do you think? I think I'd rather keep them for myself. Looking for a tasty, festive gift. Ask Sainsbury's.
0:24.0	Sainsbury's good Tony. What do you think? I think I'd rather keep them for myself. Looking for a tasty, festive
0:21.9	gift. Ask Sainsbury's. Sainsbury's good food for all of us. Subject to availability, available
0:28.1	in selected supermarkets and online. Hey there, I'm Susie and I'm the host of Beyond the Ferns
0:33.5	podcast. Each week, I take you beyond the headlines into the stories that linger long after
0:39.8	the news fades, from chilling true crime and unsolved cold cases to paranormal encounters,
0:45.7	cults, and extraordinary survival stories. It's a little bit of everything for everyone.
0:51.5	Whether you're drawn to mysteries, fascinated by the strange and unexplained,
0:56.0	or simply love a good story, I focus on the truth, the details, and above all, justice for the
1:01.7	victims and survivors. So buckle up, things are about to get a little scary. Follow Beyond the
1:08.4	ferns wherever you get your podcast. Thanks y'all.
1:13.7	This is Edward October, host of October Pod on YouTube. Hear that jingle jingle? It could be
1:22.2	Chris Kringle, or a home invader looking for an open window, a jilted lover looking for revenge,
1:28.9	or a disgruntled coworker hoping to spike your eggnog with arsenic.
1:34.1	The girls of our true crime podcast are always on Santa's nice list,
1:39.5	but the crimes they discuss are very naughty indeed.
1:43.5	Listener discretion is advised.
2:05.1	Hey, Jen.
2:07.1	Hey, Cam, we're back for day four.
2:07.6	Are you excited?
2:08.2	Day four.
	...

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