Sips & Struggles: Surviving Adulting

Sips & Struggles: Surviving Adulting

The podcast that gets real about the messy, awkward, and often overwhelming parts of growing up. From big life purchases to career confusion, from friendships that change to the pressure of “having it all together,” we’re here to remind you: you’re not alone in the chaos of adulthood. Let’s break the stigma, laugh at the struggles, and normalize the ups and downs of figuring life out—one episode at a time. Because let’s be honest… none of us really know what we’re doing.

Episodes

June 30, 2026 57 mins

In this episode, these two besties spill the tea on the highs, lows, and hilarious moments of their dating lives. Every story is a trip down memory lane filled with real dates, honest conversations, questionable decisions, and the lessons they learned along the way. 

Listen
Watch
Mark as Played

In this episode, these two best friends dive into all things engagement-related. We explore our totally healthy obsession with engagement rings (seriously people we wanna see those pictures!), share our own proposal stories and our now not so secret love of awkward engagement photos (think those early JC Penny family photo shoots).

Listen
Watch
Mark as Played

Surprise! We have another guest! In this episode two best friends chat with a sibling about the ups and downs of growing up together, how their relationship changed from childhood to adulthood, and what it takes to build and maintain a real friendship with your siblings over time.

Listen
Watch
Mark as Played
May 5, 2026 43 mins

In this chaotic, laugh-out-loud episode, two best friends dive headfirst into a wildly unhinged (and painfully relatable) Reddit thread about men sharing their habits that had to change after meeting their spouse/significant other. Between laughs, the hosts add their own commentary, dramatic reenactments, and fake “expert analysis” of classic bachelor logic. But don’t worry—this isn’t a roast session j...

Listen
Watch
Mark as Played
January 6, 2026 53 mins

In this honest and down-to-earth conversation, two friends open up about their experiences with setting boundaries — and how surprisingly hard it can be. They share the moments that made them realize they needed healthier limits, the uncomfortable growth that came with enforcing them, and the practical tools that helped them along the way. From navigating relationships and friend dynamics to protecting their energy in the wor...

Listen
Watch
Mark as Played
December 16, 2025 48 mins

In this cozy and candid episode, two friends sit down to chat all things holidays — from the traditions they grew up with to the ones they’ve carried into adulthood. They swap stories about what the season looked like before marriage and how things changed once they became newlyweds. From navigating two families’ schedules to blending long-held rituals, they dive into the sweet, the funny, and the unexpectedly tri...

Listen
Watch
Mark as Played
December 2, 2025 51 mins

In this episode, two friends sit down for a candid chat about their rocky path to work–life balance. They open up about the burnout, blurred boundaries, and pressure to “keep pushing” that finally forced them to rethink how they were living.

Through honest stories and a few laughs, they share what they’re learning now—how to be intentional with their time, how to rest without guilt, and how to choose t...

Listen
Watch
Mark as Played
November 18, 2025 47 mins

In this episode, we dive into the hilariously grim reality of hitting 30 and realizing that adulthood comes with more creaks than accomplishments. We unpack the stereotypical millennial aches, from knees that crack louder than their social anxiety to the back pain that appears whenever they attempt optimism. Through sarcastic storytelling, we explore how heartburn has replaced hangovers and how sleeping wrong is now a major medical...

Listen
Watch
Mark as Played

In this episode, two friends sit down to swap their favorite travel stories — from spontaneous adventures to unexpected mishaps on the road. Along the way, they dive into what travel really means to them: how exploring new places shapes perspective, builds empathy, and strengthens their friendship. With plenty of laughter, honest reflections, and a few “you had to be there” moments, this conversation celebrates th...

Listen
Watch
Mark as Played
October 21, 2025 59 mins

In this episode two friends convince their other friend that they want to be their first guest! We revisit the topic of friendships with our special guest and his perspective of entering the friendship trio and navigating being the first husband. Expect a mix of laughter, personal stories, and hopefully some helpful insights. 

Listen
Watch
Mark as Played

In this episode, we’re talking all things weddings — from being in the thick of our bridesmaid era to our time as a bride. We’re sharing all the memories. If you’ve ever stood by your friends at the altar or dreamed about your own big day, this one’s for you. Come hang out as we chat about how our perspectives changed, what we thought weddings would be like vs. reality, and all the unexpected moments i...

Listen
Watch
Mark as Played

In this episode, we get real about money — the good, the confusing, and the stuff we wish someone had told us sooner. From budgeting blunders to surprise expenses, we share how we’ve learned (and are still learning) to manage our money. We talk about the myths we believed, the pressure to have it all together, and why it’s totally okay to still be figuring things out. Whether you're paycheck-to-paycheck or spreads...

Listen
Watch
Mark as Played
September 9, 2025 44 mins

In this episode,  we dive into the classic stereotypes of being the oldest child — from being the "third parent" to carrying the weight of high expectations. They share funny childhood stories, reflect on how these traits show up in their adult lives, and ask: do the stereotypes really hold up? Tune in for a laid-back, relatable chat full of laughs, a little introspection, and the occasional sibling shoutout.

Listen
Watch
Mark as Played
August 26, 2025 49 mins

Two friends share the heartwarming, hilarious, and occasionally chaotic stories of how they met their furry soulmates. On this episode we’re talking all things adoption, pet quirks, and the unconditional love that comes with being chosen by a four-legged friend. Grab a blanket, a treat (for you or your pet), and join us as we celebrate the joy of finding your forever fur-fam.

Listen
Watch
Mark as Played
August 12, 2025 50 mins

In this episode, we sit down for a candid chat about self-care—what it really means, how their views have changed over the years, and the small ways they prioritize their well-being amidst busy lives. It's a cozy, honest conversation that feels like a coffee date with your best friend—reminding listeners that self-care isn't always spa days and bubble baths; sometimes, it's just showing up for yourself, one small decisi...

Listen
Watch
Mark as Played
July 29, 2025 60 mins

From career pivots to the challenges of returning to school as adults. We will share honest conversations about leaving stable jobs, rediscovering our passions, and navigating self-doubt, finances, and late-night study sessions. Whether you're considering a major career move or thinking about going back to school, this episode offers real talk, encouragement, and a few laughs along the way.

Listen
Watch
Mark as Played

In this honest and unfiltered conversation, two friends sit down to unpack their personal journeys with comparison—how it’s shown up in their lives, especially in the age of social media, and what they’re learning as they navigate it. From feeling behind in careers and relationships to getting caught in highlight reels on Instagram, they open up about the mental toll of constant comparison and the subtle ways it c...

Listen
Watch
Mark as Played
July 1, 2025 64 mins

In this deeply relatable episode, two friends sit down for a life chat about the timelines they once imagined for themselves—married by a certain age, kids by another, career milestones checked off like clockwork—and the very different (and sometimes messy) paths life actually took them on.

They share the pressure of hitting invisible deadlines, how comparison to others’ timelines can sneak in, and what it’s...

Listen
Watch
Mark as Played
June 17, 2025 43 mins

In this episode, we dive into the awkward, hilarious, and surprisingly emotional world of making friends as an adult. From getting someone's number to planning first hangouts that feel eerily like setting up a first date, we unpack why building friendships in your 20s and 30s doesn't seem as easy as it once was. Whether you're craving deeper connections or just looking for your next brunch buddy, this episode dives into the our new...

Listen
Watch
Mark as Played
June 3, 2025 57 mins

In this episode, we explore the beauty and complexity of lifelong friendships. From childhood bonds to adult connections, we discuss how friendships evolve through the many chapters of life-school, careers, relationships, and personal growth.

Listen
Watch
Mark as Played

Popular Podcasts

    If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.

    Dateline NBC

    Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Follow now to get the latest episodes of Dateline NBC completely free, or subscribe to Dateline Premium for ad-free listening and exclusive bonus content: DatelinePremium.com

    Betrayal Weekly

    Betrayal Weekly is back for a new season. Every Thursday, Betrayal Weekly shares first-hand accounts of broken trust, shocking deceptions, and the trail of destruction they leave behind. Hosted by Andrea Gunning, this weekly ongoing series digs into real-life stories of betrayal and the aftermath. From stories of double lives to dark discoveries, these are cautionary tales and accounts of resilience against all odds. From the producers of the critically acclaimed Betrayal series, Betrayal Weekly drops new episodes every Thursday. If you would like to share your story, you can reach out to the Betrayal Team by emailing them at betrayalpod@gmail.com and follow us on Instagram at @betrayalpod and @glasspodcasts. Please join our Substack for additional exclusive content, curated book recommendations, and community discussions. Sign up FREE by clicking this link Beyond Betrayal Substack. Join our community dedicated to truth, resilience, and healing. Your voice matters! Be a part of our Betrayal journey on Substack.

    The Clay Travis and Buck Sexton Show

    The Clay Travis and Buck Sexton Show. Clay Travis and Buck Sexton tackle the biggest stories in news, politics and current events with intelligence and humor. From the border crisis, to the madness of cancel culture and far-left missteps, Clay and Buck guide listeners through the latest headlines and hot topics with fun and entertaining conversations and opinions.

    The Joe Rogan Experience

    The official podcast of comedian Joe Rogan.

Advertise With Us
Music, radio and podcasts, all free. Listen online or download the iHeart App.

Connect

© 2026 iHeartMedia, Inc.

  • Help
  • Privacy Policy
  • Terms of Use
  • AdChoicesAd Choices