Free Failing

Jess and Jess sit down with speaker, author, and podcaster Yvette Walker to explore what it truly means to date with purpose, discover lasting contentment in God, and embrace the joy of self-growth after divorce. Yvette shares her powerful story of surrendering her relationships to God’s will—and how that surrender opened the door to finding her true love. Her journey will encourage and inspire ev...

Jess & Jess tackle the emotional sucker punches that consistently come flying after divorce —and how to survive them with your sanity intact. From getting blindsided by Facebook time hops somehow making your ex look like Clooney, to hearing way too much from the kids about Dad’s shiny new life—welcome to the trigger minefield. Some you can dodge. Others blow up right in your face. Jess & J...

Fresh off a fun and "memorable" girls' trip, Jess & Jess a make the case for why every woman needs one on the calendar—stat. We’re talking shameless beauty swaps (estrogen cream for your face?!), uncontrollable belly laughs, and the kind of emotional pep talks you just don’t get in the school pickup line. If you’ve ever felt guilty or unsure about ditching your to-do list for a f...

Are we the common thread in all our failed relationships? Does being a divorced single mom with a house full of kids scare off quality men? Are we not "Christian enough" for the kind of guy we're praying for? In this raw and honest episode, Jess & Jess open up about their deepest fears around dating, heartbreak, and self-worth. With courage and vulnerability, they expose the lies...

Jess & Jess dive into the heart hazards every divorced woman needs to spot when reentering the dating world—especially online. From love bombers and "future fakers" to phony Christians and closet narcissists, how can we tell who’s real? And more importantly—how can we weed out the wrong guys by date two instead of date twenty? If you’re feeling exhausted, disheartened, or wondering i...

Jess & Jess dive into the powerful, unshakable bond of female friendship—the kind that has carried them through every season of life, especially divorce. While relationships have come and gone (yes, even husbands), their sisterhoodhas remained a constant source of strength, healing, and laughter. As they explore the idea of remarriage, they ask: Is it truly possible to experience that same dep...

Does independence have to feel lonely? And if we learn to truly enjoy life on our own, will we ever want to remarry? In this episode, Jess & Jess get honest about their shared struggle with codependency in relationships—and how the pendulum can swing too far in the other direction after divorce. From the challenge of being alone to the temptation of becoming hyper-independent, they explore wha...

Jess & Jess dive into the superficial side of life —from the pressure of staying young and fit in their forties to the moral gray zones of modern beauty trends. Is taking Ozempic “cheating the system”? What about Botox, boob jobs, and facial surgeries from a Christian perspective? Raised in the heart of “purity culture,” where bikinis were labeled the devil’s garb, Jess & Jess reflect on t...

Jess & Jess spill the tea on the wild, unexpected struggles of coparenting after divorce. From awkward run-ins with the ex’s new girlfriend, to clashing parenting styles, to the never-ending scavenger hunts for forgotten items at the “other house” — the insanity can feel endless. It’ll eventually get easier… right?!#Coparenting #MomGuilt #DivorcedMom

Should we dread, or embrace having no plus one for social events after divorce? Jess & Jess laugh about the awkwardness and difficulty of going on family vacations and showing up to parties alone, while fiercely debating whether they'll be laughing or crying at the singles table at an upcoming wedding.

How do we know we're ready to date again after divorce? Has Anyone EVER found their soulmate after speed-dating? From the verified horror show that is online dating, to questioning whether or not to date a "non-Christian," Jess & Jess chat about the nuances, perks, and pitfalls that come with dating again after divorce.

Jess & Jess talk about attachment style-based therapy, asking Chat GPT for boy advice after too much pinot, and how looking for a good therapist is the new Match.com.

Jess & Jess talk about the mix of beauty and pain when experiencing major life moments "alone," after divorce. Kids graduations, weddings, milestone birthdays and even personal victories can feel bittersweet and awkward when going it alone (especially if the ex is there). But the feeling of accomplishing something on our own merits, with only God by our side is also kinda priceless.

Jess & Jess chat about the hidden plights of Springtime for single homeowning moms. From tackling lawn care because the teens are "too busy," cringing daily at the thought of bikini season, and seriously considering dating a handyman just for the help...this episode is for the summertime mamas who just want to have fun amidst the allergy attacks and fly swatting.

Jess & Jess talk about the unforeseen joys of getting older. From begrudgingly going to the gyno after more than a decade, to living in staunch denial of perimenopause and consistently failing to look cute in readers...this is what 40 (ish) feels like.

Jess & Jess talk about the unexpected challenges and hilarity found in living with adult children. From being the third wheel in your own home, to wondering if you can still ground your 21-year-old for slamming the door...no one's really prepared for this "special" season of life.