Regan Olin

Cozy Up with Regan and Friends Podcast

Society EN ↓ 48 episodes

Get cozy and turn the volume up - I'm literally just a girl trying to survive her 20's

Author

Regan Olin

Category

Society

Podcast website

www.buzzsprout.com

Latest episode

Apr 8, 2026

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Episodes

EP 45: We Have a Crush with Jaya 08.04.2026

Deep apologies for bad audio. Microphones we not plugged in properly. I hope you're still able to enjoy this fun new episode we made for you. Support the show

EP 44: Dating Bestie's Ex and Crashing Parties with Madi 08.04.2026

In this episode, we’re putting ourselves in some very questionable situations and seeing what we’d actually do… We’re pulling random scenario cards and diving into the gray areas of friendships, dating, and social etiquette—like dating your best friend’s ex, dealing with someone stealing your Uber, bringing an uninvited plus one, or navigating the awkward moment when your bestie’s boyfriend is a l...

EP 43: LATE NITE SPECIAL with Jaya 18.03.2026

Tonight’s episode is a late night Cozy Up special 🍊✨ We poured the Aperols, hit record way too late, and somehow ended up deep in conversation about toxic boys, dating red flags, and the situationships that should’ve come with warning labels. From the little red flags we ignored… to the ones that were basically blinking neon signs, nothing was off limits. And at some point in the chaos we may or...

DCE EP 5: The Truth About Extreme Weight Loss 18.03.2026

The Deep Clean Edit Episode Five I lost almost 200 pounds… but no one talks about what happens after. In this episode, I’m opening up about the parts of extreme weight loss that aren’t glamorous — body dysmorphia, disordered eating patterns, struggling to accept compliments, and adjusting to a completely different social reality. When men start approaching you at bars. When people treat you differ...

EP 42: Are We Too Picky?! with Madi 05.03.2026

Is he divorced at 25… or just emotionally experienced? Is the mattress on the floor temporary… or a lifestyle? And why are we getting Venmo requested for $8?? In this episode, we’re going through scenario cards about men and deciding: Dealbreaker or Not? Things get heated. Feelings get hurt. Standards are defended. It’s funny, passionate, and maybe slightly concerning. Watch until the end — some o...

EP 41: Concerts We'd Die for... and Almost Did with Jaya 28.02.2026

Concerts are supposed to be fun... right?! In this episode, we're spilling our wildest concert stories - from our favorite shows of all time to the moment we genuineky thought we might not survive the crowd. Jaya casually flexes her Super Bowl experience, and we relive the chaos of almost passing out at a Charlie Puth concert. We talk best concerts, worst concerts experiences, embarassing fan...

DCE EP 4: Starting a Podcast Changed My Life - How Did I Do It? 16.02.2026

Ever thought about starting a podcast… but talked yourself out of it? In this episode, I’m breaking down exactly how I started Cozy Up with Regan & Friends — from the gear I actually use (and how much it really costs), to the awkward first recordings, to the behind-the-scenes struggles no one posts about. We’re getting honest about what’s hard, what’s worth it, and why hitting “record” changed...

Ep 39: Dear Cupid, Please Try Harder with Jaya Allen 15.02.2026

This week we’re diving headfirst into all things love, friendship, and a little bit of chaos. We spill on what our perfect Valentine’s date looks like (spoiler: it might involve snacks and sweatpants), the red flags we refuse to ignore anymore 🚩, and how our friendships fill the romance gap better than any bouquet ever could. Plus, we get gushy about our favorite rom-coms and why they’ll forever...

EP 38: 2016 Called... with Madi Yanish 08.02.2026

Take a trip down memory lane with Madi and I! From fashion trends to amazing music to scrolling through our VSCOs we cover it all. Do you miss it because we do a little? Support the show

DCE EP 3: Lessons I've Learned So You Don't Have To 04.02.2026

In this episode, I'm sharing the lessons I had to learn the hard way - so maybe you don't have to. From why you shouldn't romanticize someone's potential, to accepting that outgrowing people is a normal part of becoming who you're meant to be, to the reminder that you never need to negotiate your needs to be loved. If you're in a season of choosing yourself or realizi...

EP 37: Real Talk and Revival with Meghan Ackerman 01.02.2026

Please welcome my beautiful friend, Meghan, to the Cozy Up Pod! Meghan came to visit me in Phoenix this weekend and we took the time to have a much needed yap session - mic'd up. This conversation was so healing. We talk about how we stay motivated in the gym, as well as how we stay motivated in our faith. We finish with a bang by asking the question, "What have you learned from your pas...

EP 36: Service Industry 101 (Part 1) with Jaya Allen 28.01.2026

Welcome to part one of our Service Industry 101 series. Jaya and I could talk about working in the service industry for hours but we decided to narrow it down to customer pet peeves, dating dynamics, and how we keep God at the center in an industry that often doesn't honor Him. Get cozy and tune in for an amazing tell-all episode! Support the show

DCE EP 2: How To Give It To God 28.01.2026

The "It" is whatever you feel like is holding you back in life. It is whatever you are holding onto, that maybe God is wanting you to give up. Have you ever felt like you're in a rut, desperately looking for the answer? Have you ever cried out to God asking for help, but don't hear anything in return? I'm currently in a quiet season in life - wondering when I'll get t...

EP 35: Ask Us Anything 15.01.2026

We asked you to ask us anything on our Instagram this week - y'all did not disappoint! Would we date a guy with children? What's the recipe for a lasting friendship? What's a boundary we learned the hard way? Get cozy and tune in to hear the answers! Support the show

EP 34: The Fine Print of Your 20's 13.01.2026

Your 20's are full of chaos and confusion! So many things we wish they would've taught us in school, because this stuff is not all that and a bag of chips. Do you agree? How're you managing your 20's? Support the show

EP 33: Designing Our 2026 08.01.2026

HAPPY NEW YEAR! I can't believe it's been 2 years since I started this podcast! Where has time gone?! This week, we decided to lay out our goals and resolutions for 2026. What vibe are we carrying into the New Year? Get cozy and tune in to this week's episode to find out. Support the show

DCE EP 1: I Lost 100lbs in Less Than 1 Year 08.01.2026

Welcome to the Deep Clean Edit! I am so so excited to share this new adventure with you. Every other Monday I will be on here talking about a whole plethora of topics. This week, we dive straight into what everyone wants to know about... how I lost over 100lbs in less than a year. Get cozy because this is an episode you won't want to miss. Support the show

EP 32: Our 2025 Reflection 25.12.2025

Can you believe that our year is already coming to a close? I feel like I blinked and the year flew by! We are so grateful for all the blessings and memories that we have had this year - lots of growing pains and beautiful moments. Get cozy for our last podcast episode of 2025. We love you; and we will see you next year ;) Support the show

EP 31: A Very Cozy Gift Exchange 19.12.2025

Ho Ho Ho! Happy Holidays - join us for our Annual Holiday Gift Exchange! Hemmroid cream and Hamilton pajamas are the just the beginning! Grab a snack, get cozy, and enjoy this fun filled Christmas Episode! Support the show

EP 30: Christmas Traditions 13.12.2025

Welcome back to another episode of "A Very Cozy Christmas". Enjoy listening to our nostalgic traditions and the things we want to carry on to the next generation. Did you know Madi never believed in Santa? Did you? Support the show

EP 29: 2025 Dating Wrapped 04.12.2025

Happy Holidays! We are kicking off our "Very Cozy Christmas" Series with a bang! In honor of Spotify and Apple Music releasing their "2025 Wrapped", we are releasing our own wrapped - dating edition. All the drama, hurt, and love put into one video for you to enjoy and for us to look back on one day! Stay until the end to hear who won our first annual holiday giveaway! Get cozy...

EP 28: Mirrorball, Mash Potatoes, + DWTS Finale 04.12.2025

Happy Thanksgiving! We are so grateful for all of you! Enjoy our Turkey Day episode and lock in for our DWTS finale recap for the last time! Get cozy and enjoy our fun episode! Support the show

EP 27: Love Languages + DWTS Semi-Finals 27.11.2025

What's your love language? Do you know the importance of knowing your own AND knowing your partners? We dive into our favorite ways to show love and receive love before we dive into our second-to-last Dancing with the Stars recap:( Get cozy, grab a sweet treat, and enjoy this week's episode! Don't forget to enter our Holiday Giveaway on Instagram @thecozyuppod! Support the show

EP 26: Holiday Giveaway + DWTS Week 9 14.11.2025

Happy Thanksgiving, Merry Christmas, and Happy New Year! Tis the season to give back to our listeners! Start off with our Dancing with the Stars quarter finals recap and then get excited because we announce our Holiday Giveaway! Giveaway ends December 1st, 2026 - Follow us on Instagram @thecozyuppod to learn how to enter our giveaway! We love you! Get cozy and tune in for a very fun and festive ep...

EP 25: Do's and Don'ts of Dating 12.11.2025

Cheers to another episode! This week's episode is one of our favorites. We talk all things Dancing with the Stars and Tate McRae, then dive deep into our personal dating do's and don'ts. We don't hold back - take this as a how-to guide to dating us haha Get cozy and tune in! Come back next week for a very exciting announcement for the Holidays:) Support the show

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