The gals are back with answers to your most pressing dating and relationship questions. From location sharing and shooting your shot to age gaps and defining the relationship, Maddy and Jen tackle it all with honesty, humor, and therapist-approved insight. Key Topics: Location sharing: convenience vs. controlWho should text first (and why waiting doesn’t help)Dating someone from work — when it’s risky and when it’s notDefining the relationship after a serious breakupAge gaps and dating ...

This week, Jen and Maddy are breaking down what it actually means to fight fair in relationships. From everyday disagreements to bigger, emotionally charged conflicts, they explore how couples can navigate tension without saying things they can’t take back. Whether you’re conflict-avoidant, always the one who caves, or feel like your partner “wins” every argument, this episode offers practical tools for handling disagreements in a way that builds trust instead of resentment. Key Topics ...

This week, Jen and Maddy are diving into the full experience of pregnancy -- from the early weeks of simply trying to survive to the big identity shifts that comes with this new chapter. They get into the body changes, mood swings, comparison traps, and the moments that feel overwhelming. Plus, they talk about what real support from partners and friends actually looks like, and how to set boundaries as you get ready for a new baby. **Even if you're not a pregnant girlie -- this episode ...

Today, Jen and Maddy are digging into something they see all the time in their practices... the quiet pressure of never having been in a “real” relationship and why so many people find themselves stuck in situationships instead of something solid. They unpack the shame, the swipe-culture perfectionism, and the fear of labels —plus how to tell when something isn’t working and how to walk away without losing yourself. Key Topics: Feeling behind when you’ve never had a boyfriendHow dating ...

Today, Jen and Maddy are talking about anxiety... how it impacts your thoughts, your body, and your ability to show up in your life. From spiraling about the future to replaying conversations on a loop, Jen and Maddy break down why anxiety shows up the way it does and how to stop letting it take the lead. They explore the patterns, comparison traps, and moments where worry stops being protective and starts being controlling, plus the practical tools that actually help you find your way ...

Today, Jen and Maddy get real about breaking up with New York City. Jen (now suburban and serene) and Maddy (still clinging to city chaos) unpack how money, identity, and timing shape the decision to leave ... and what happens when change feels like giving up. Key Topics: When your zip code becomes part of your identityHow to know it’s time for a change — and what’s really holding you backThe emotional side of leaving (or staying)Finances, FOMO, and finding peace where you are--- Connect with...

Happy Halloween! Today, Jen and Maddy are giving you some candy — a catch-up episode! They’re talking hobbies that have gone by the wayside, finding tiny joys, and why we need to let our kids wave their freak flag loud and proud. Plus, they’re answering listener questions about everything from dating someone who has kids to knowing when it might be time to switch up your therapist. xoxo, Maddy & Jen --- Connect with us: Email us your questions at: hello...

Today, Jen and Maddy get real about self-care overload. From $800 facials to 20,000-step goals, the wellness world is louder (and more expensive) than ever. Maddy and Jen dig into what happens when “taking care of ourselves” becomes another pressure, another performance, and even another personality. Key Topics: The difference between self-care and self-obsession — and how to tell when it’s gone too farWhy the wellness industry thrives on our anxiety and urgencyInternal vs. external self-care...

In today's episode Jen and Maddy get real about “cutout culture." The growing trend of cutting people off in the name of boundaries and peace. From friendships that fade to relationships that end abruptly, they unpack what’s healthy self-protection and what’s emotional avoidance. Through personal stories, therapy insights, and listener questions, they dig into why so many of us struggle with discomfort in relationships and how to repair instead of remove when things get hard. Key Topics: The ...

What happens when the honeymoon phase fades and real life takes over? Jen and Maddy get candid about losing the spark in a relationship, spotting the signs early, and reigniting connection when things start to feel… routine. From mental load and communication to intimacy and independence, they’re breaking down what it actually takes to keep love alive. Key Topics: How to tell when your relationship is losing its sparkPractical ways to bring back connection and excitementWhy comfort isn’...

The gals are back with a catch-up episode filled with life updates, new obsessions, and candid confessions!! Jen shares her big news (spoiler: she’s pregnant again!) while Maddy is catching flights, leaning into a fresh outlook on dating, and calling in her favorite professional organizers (again) to get her life in order. They close the episode by answering listener questions on everything from navigating dating apps after a long relationship to setting boundaries with in-laws to figur...

From career burnout to the pressure of finding fulfillment in your job, the gals break down what it really means to spend 90,000 hours of your life at work and what to do if every one of those hours feels like torture. They unpack why it’s okay if your job isn’t your passion, the freedom that comes from separating work from identity, and how hobbies, boundaries, and a little creativity can change the way you experience your nine-to-five. Key Topics: Why your career doesn’t have to define youP...

Season three is here (!!) and the gals are back and better than ever. After a summer of spontaneous trips, parenting chaos, and the occasional existential crisis, Jen and Maddy are diving headfirst into one of their favorite dating topics: the chase. Why is it that sometimes not being wanted feels more exciting than actually being wanted? From the rush of a story view to the infamous “want to be wanted syndrome,” Jen and Maddy break down the psychology of why we get hooked on mixed sign...

Before the gals take a (small) hiatus for the summer - Jen and Maddy reflect on everything this past year has brought them—both on and off the mic. They get honest about what it's like to do a podcast with your best friend, share what they’ve learned (and what they haven’t), and set intentions for the summer ahead. See ya soon! HAGS <3 Connect with us: Email us your questions at: hello@areweokay.comFollow Jennifer on Instagram: @manhattan.wellnessFollow Maddy on Instagram...

This week, Maddy and Jen dive into friendship breakups—what it means when a once-close bond starts to shift. They explore when to move on, when to reconnect, and how life changes like sobriety, divorce, or grief can shake up your inner circle. Key Takeaways: Friendships often fade more than they explode—and that’s normal.Life transitions (like moving, getting married, or getting sober) can shift who feels aligned.It’s okay to reach back out, even after time has passed.Not all relationships ar...

This week, Maddy and Jen are going through their mail bag and answering your questions. From how to handle credit card debt in a new marriage, to whether your political differences can survive the honeymoon phase, to navigating a best friend’s move to the suburbs—we’re covering it all... so, hop on in and join us! Key Takeaways: Lead with how you feel in tough confrontational moments with loved ones. DON'T TAKE MEDICAL ADVICE FROM TIKTOK. Your values matter more th...

Dating can feel like a full-time job—and when you finally meet someone who seems normal enough, it’s tempting to skip the slow burn and dive in headfirst. But before you have the “what are we?” conversation, Maddy and Jen want you to take a breath. This week, the gals are breaking down green flags, dealbreakers, and the questions you really need to ask before locking it down. Three questions to ask before defining the relationship: Is it chemistry or compatibility?Do we want the same th...

This week Maddy and Jen are diving into a topic that hits hard no matter where you are in life: fertility. Whether you're partnered, single, child-free by choice, or deep into planning, Maddy and Jen unpack what it means to want (or not want) kids—while confronting timelines, social pressure, and the emotional rollercoaster of egg freezing and family planning. Key Takeaways: Fertility is a mind game as much as a medical one. Whether you're actively trying, freezing your eggs, or n...

Ever caught yourself pretending to be a Deadhead just because he is? Guilty as charged. This week, Maddy and Jen unpack just how much we let other people’s opinions influence the way we show up—on Instagram, on first dates, and even in our own heads. Why do we shape-shift to please others? Who are we really trying to impress? And how do we know when we’ve crossed the line from harmless tweaking… to full-blown personality catfishing? Key takeaways: You don’t owe the world access to your ...

Meet your dating app fairy godmothers - Maddy & Jen. Whether you've been on the apps for 2 weeks or 2 years, the gals are giving your profile the glow-up it deserves. From curating the perfect photo lineup to finding the sweet spot between witty and sincere in your prompts, consider this your no-judgment dating app audit—with plenty of hot takes and a few LOLs along the way. Because let’s be real—the goal is to get you off the apps and onto your first date! What you’ll hear ab...