Dating Podcasts

Wednesdays

JamPot Productions

Pull up a chair and join the conversation on Wednesdays, your weekly destination for unfiltered chats, life updates, and the kind of advice you usually only get from your closest friends. Hosted by Melissa and a rotating cast of her best friends, this podcast feels like catching up over a glass of wine after a long week. Whether they are navigating the whirlwind of wedding planning, sharing the joys and hurdles of adulthood, or swapping stories about celebrity encounters and relationship red flags, the hosts bring warmth and authenticity to every topic. The show perfectly balances lighthearted fun with meaningful discussion. You will hear everything from deep dives into women’s health and hormonal wellness to candid, hilarious debates about pop culture and modern dating. A signature feature of the show is the listener advice segment, where the hosts tackle complex real-life dilemmas—ranging from friendship fallouts and setting boundaries to navigating the messy side of romance—with empathy, humor, and grounded perspective. From the stresses of home maintenance and parenthood to the excitement of major life milestones, Wednesdays is a safe space to explore the messy, beautiful reality of growing up. It is the perfect listen for anyone looking to feel a little more connected, a little more understood, and thoroughly entertained as they navigate their own evolving chapters. Tune in each week for the honest girl talk you have been waiting for.

Perfect Person

Miles Bonsignore

Looking for a life coach who is as chaotic as he is charming? Welcome to Perfect Person, the advice show where host Miles Bonsignore and his rotating cast of hilarious guests help you navigate the messy, absurd, and frequently embarrassing corners of modern existence. Whether it is a workplace nightmare involving cremated remains, a disastrously botched romantic confession, or the existential dread of a clumsy pool exit, Miles is here to guide you toward peak human optimization—or at least help you laugh at the struggle. Every episode kicks off with a signature, high-energy speed round, where Miles and his guests tackle the truly pressing questions of the day, from the merits of specific salad dressings to the intricacies of personal movie taste. From there, the show leans into the deep end of listener dilemmas. No problem is too niche or too cringeworthy for the Perfect Person team to deconstruct. With a blend of sharp wit, genuine empathy, and a "figure it out as you go" philosophy, the show turns even the most uncomfortable personal disasters into relatable, actionable, and wildly entertaining life lessons. If you have ever felt like you are doing life wrong, Miles is ready to help you perform it with total panache. Come for the hilarious takes on social etiquette, stay for the surprisingly solid wisdom that might just make you the most perfect version of yourself yet.

Honestly Smartless

Chelsea Turano & Dr. Lindsay Regehr

If you have ever felt like you are playing the role of a functional adult while secretly harboring a chaotic interior monologue, Honestly Smartless is the sanctuary you have been looking for. Hosted by Dr. Lindsay Regehr and stand-up comedian Chelsea Turano, this weekly podcast is a masterclass in radical transparency. Every Monday, the duo pulls back the curtain on the messier side of womanhood, trading polished perfection for raw, unfiltered, and often hilarious vulnerability. The show thrives on the chemistry between two friends who have decided that "having it together" is a myth not worth pursuing. Whether they are navigating major life transitions like midlife meltdowns and moving out, or dissecting the sheer absurdity of modern beauty trends and salmon-DNA facials, Chelsea and Lindsey bring a refreshing sense of humor to the table. Their conversations range from the deeply personal—like setting boundaries with toxic roommates or reclaiming independence—to the outrageously random, such as ranking male physiques or debating the merits of sharing your credit score on a first date. Honestly Smartless is more than just a comedy show; it is an exploration of what it means to be unapologetically yourself. It is a space where personal growth, relationship blunders, and life-changing realizations collide. If you are tired of the curated highlight reels found elsewhere, tune in for honest advice, high-energy storytelling, and the kind of friendship that proves even your biggest life disasters can be transformed into your best, most liberating stories.

PodBlock: On Air with Ryan Seacrest

iHeartPodcasts

Start your day with the ultimate blend of relatable real-life drama, humor, and heart. PodBlock: On Air with Ryan Seacrest invites you into the lives of Ryan, Sisanie, and Tanya Rad for an unfiltered look at the complexities of modern adulthood. Whether you are navigating the messy waters of dating, trying to set firm boundaries with difficult roommates, or dealing with the awkward social faux pas that pop up when you least expect them, this show is your daily sounding board. Each episode brings listeners into the conversation as the team tackles everything from the bizarre dilemmas of professional boundary-crossing to the petty frustrations of neighborly disputes. You will hear honest advice on how to handle ghosting, the etiquette of romantic pursuits, and the delicate balance of staying true to yourself while maintaining personal relationships. Beyond the serious heart-to-hearts, the show keeps things light with spirited debates on pop culture, current trends, and the little quirks that make daily life both annoying and entertaining. With a mix of candid listener stories, sharp insights, and plenty of laughter, this podcast captures the pulse of today’s social landscape. Join the team as they dissect the unspoken rules of human connection and celebrate the bold moves that lead to genuine, exciting new beginnings.