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 things out of life—at least in the near term?
• How does this person show up when things aren’t easy?

Connect with us:

• Email us your questions at: hello@areweokay.com
• Follow Jennifer on Instagram: @manhattan.wellness
• Follow Maddy on Instagram: @downtownbehavioralwellness

Downtown Behavioral Wellness: Founded by Maddy Ellberger, Downtown Behavioral Wellness is a private therapy practice in NYC specializing in Dialectical Behavior Therapy (DBT) and Cognitive Behavioral Therapy (CBT). The practice focuses on providing evidence-based treatments for young adults and middle-aged clients dealing with life transitions, anxiety, and the unique challenges of their 20s, 30s, and 40s. Whether you're grappling with relationship issues, career stress, or emotional regulation, Downtown Behavioral Wellness is there to support you every step of the way.

Manhattan Wellness: Led by Jennifer Teplin, Manhattan Wellness is a boutique therapy practice dedicated to helping young professionals in New York City. Specializing in issues such as anxiety, depression, self-esteem, and major life transitions like dating, engagements, and new motherhood, the team at Manhattan Wellness provides compassionate, individualized care to help clients navigate the ups and downs of their 20s and 30s.

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Co-Host: Maddy Ellberger

Co-Host: Jennifer Teplin

Executive Producer: Wicked Child Studio, Hailey Rovner Malach

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 not sure what you want yet, the emotional toll of fertility decisions can be intense—and it's okay to feel all of it.
• There’s no “right” timeline. The pressure to hit milestones by a certain age is real, but not always helpful.
• Couples therapy isn’t just for crises. If you and your partner are on different pages about timing, money, or readiness, talking it out before it becomes a problem can make a huge difference.
• Supporting friends through fertility struggles is tricky—but doable.
  Radical acceptance, clear boundaries, and reminding yourself that their pregnancy doesn't threaten your future one is key.

Connect with us:

• Email us your questions at: hello@areweokay.com
• Follow Jennifer on Instagram: @manhattan.wellness
• Follow Maddy on Instagram: @downtownbehavioralwellness

Downtown Behavioral Wellness: Founded by Maddy Ellberger, Downtown Behavioral Wellness is a private therapy practice in NYC specializing in Dialectical Behavior Therapy (DBT) and Cognitive Behavioral Therapy (CBT). The practice focuses on providing evidence-based treatments for young adults and middle-aged clients dealing with life transitions, anxiety, and the unique challenges of their 20s, 30s, and 40s. Whether you're grappling with relationship issues, career stress, or emotional regulation, Downtown Behavioral Wellness is there to support you every step of the way.

Manhattan Wellness: Led by Jennifer Teplin, Manhattan Wellness is a boutique therapy practice dedicated to helping young professionals in New York City. Specializing in issues such as anxiety, depression, self-esteem, and major life transitions like dating, engagements, and new motherhood, the team at Manhattan Wellness provides compassionate, individualized care to help clients navigate the ups and downs of their 20s and 30s.

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Co-Host: Maddy Ellberger

Co-Host: Jennifer Teplin

Executive Producer: Wicked Child Studio, Hailey Rovner Malach

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 inner world.
• Having a cringe worthy moment is totally human. And, trust us, the only person ruminating about it is YOU.
• The goal isn’t to be liked by everyone— if you like yourself 60% of the time you're winning at life.
• Opposite action to shame = the antidote to self-editing.

Key takeaway from Maddy:

• Always check the UV index, always wear sunscreen!!!

Connect with us:

• Email us your questions at: hello@areweokay.com
• Follow Jennifer on Instagram: @manhattan.wellness
• Follow Maddy on Instagram: @downtownbehavioralwellness

Downtown Behavioral Wellness: Founded by Maddy Ellberger, Downtown Behavioral Wellness is a private therapy practice in NYC specializing in Dialectical Behavior Therapy (DBT) and Cognitive Behavioral Therapy (CBT). The practice focuses on providing evidence-based treatments for young adults and middle-aged clients dealing with life transitions, anxiety, and the unique challenges of their 20s, 30s, and 40s. Whether you're grappling with relationship issues, career stress, or emotional regulation, Downtown Behavioral Wellness is there to support you every step of the way.

Manhattan Wellness: Led by Jennifer Teplin, Manhattan Wellness is a boutique therapy practice dedicated to helping young professionals in New York City. Specializing in issues such as anxiety, depression, self-esteem, and major life transitions like dating, engagements, and new motherhood, the team at Manhattan Wellness provides compassionate, individualized care to help clients navigate the ups and downs of their 20s and 30s.

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Co-Host: Maddy Ellberger

Co-Host: Jennifer Teplin

Executive Producer: Wicked Child Studio, Hailey Rovner Malach

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 about:

• Why your first photo actually matters the most
• The art of a great prompt
• How to sneak your personality into your pics
• Maddy's “get off the apps fast” formula (spoiler: just say hi!!)
• What swiping behavior says about your brain (and your heart)

Connect with us:

• Email us your questions at: hello@areweokay.com
• Follow Jennifer on Instagram: @manhattan.wellness
• Follow Maddy on Instagram: @downtownbehavioralwellness

Downtown Behavioral Wellness: Founded by Maddy Ellberger, Downtown Behavioral Wellness is a private therapy practice in NYC specializing in Dialectical Behavior Therapy (DBT) and Cognitive Behavioral Therapy (CBT). The practice focuses on providing evidence-based treatments for young adults and middle-aged clients dealing with life transitions, anxiety, and the unique challenges of their 20s, 30s, and 40s. Whether you're grappling with relationship issues, career stress, or emotional regulation, Downtown Behavioral Wellness is there to support you every step of the way.

Manhattan Wellness: Led by Jennifer Teplin, Manhattan Wellness is a boutique therapy practice dedicated to helping young professionals in New York City. Specializing in issues such as anxiety, depression, self-esteem, and major life transitions like dating, engagements, and new motherhood, the team at Manhattan Wellness provides compassionate, individualized care to help clients navigate the ups and downs of their 20s and 30s.

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Co-Host: Maddy Ellberger

Co-Host: Jennifer Teplin

Executive Producer: Wicked Child Studio, Hailey Rovner Malach

Whether it’s with a partner, a roommate, or back at your parents’ place (helloooo pandemic throwback), living with other people brings up a lot. From differing standards of cleanliness to unspoken resentment and the passive-aggressive dance we all pretend we’re not doing—this episode is for anyone navigating the emotional rollercoaster of cohabitation.

Key Takeaways:

• Living together isn’t always romantic: Sometimes moving in is about rent, timing, or convenience—not a Nicholas Sparks moment. And that’s okay.
• Communication is everything: Avoiding small issues (like not replacing the toilet paper or crumbs on the counter) often leads to massive blowouts. Say the thing, sooner rather than later.
• There’s no one-size-fits-all: Not everyone needs to live alone to find themselves. If it works for you and your situation, go for it.
• Parents are not roommates: When moving back home, it’s easy to feel infantilized. The key? Set boundaries and give your parents grace. They’re relearning too.
• To poop spray or not to poop spray? …You’ll just have to listen.

Connect with us:

• Email us your questions at: hello@areweokay.com
• Follow Jennifer on Instagram: @manhattan.wellness
• Follow Maddy on Instagram: @downtownbehavioralwellness

Downtown Behavioral Wellness: Founded by Maddy Ellberger, Downtown Behavioral Wellness is a private therapy practice in NYC specializing in Dialectical Behavior Therapy (DBT) and Cognitive Behavioral Therapy (CBT). The practice focuses on providing evidence-based treatments for young adults and middle-aged clients dealing with life transitions, anxiety, and the unique challenges of their 20s, 30s, and 40s. Whether you're grappling with relationship issues, career stress, or emotional regulation, Downtown Behavioral Wellness is there to support you every step of the way.

Manhattan Wellness: Led by Jennifer Teplin, Manhattan Wellness is a boutique therapy practice dedicated to helping young professionals in New York City. Specializing in issues such as anxiety, depression, self-esteem, and major life transitions like dating, engagements, and new motherhood, the team at Manhattan Wellness provides compassionate, individualized care to help clients navigate the ups and downs of their 20s and 30s.

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Co-Host: Maddy Ellberger

Co-Host: Jennifer Teplin

Executive Producer: Wicked Child Studio, Hailey Rovner Malach

As we go on, we remember… all the good times we had together... but seriously—what happens when the college chapter closes and real life starts to kick in? In this episode, Maddy and Jen reflect on that post-grad limbo where everything feels both exciting... but mostly terrifying.

Key Takeaways:

• It's Okay to Not Know: Not knowing your next move isn’t a failure—it’s an opportunity for exploration. There's power in saying, “I’m figuring it out.”
• Financial Realities Are Real: Not everyone can afford to move to NYC with parental support. Own your situation without shame, and embrace the hustle if that’s what it takes.
• You Don’t Have to Start at the Top: Want your dream job one day? Start by finding someone who has it and reverse-engineer how they got there.

Connect with us:

• Email us your questions at: hello@areweokay.com
• Follow Jennifer on Instagram: @manhattan.wellness
• Follow Maddy on Instagram: @downtownbehavioralwellness

Downtown Behavioral Wellness: Founded by Maddy Ellberger, Downtown Behavioral Wellness is a private therapy practice in NYC specializing in Dialectical Behavior Therapy (DBT) and Cognitive Behavioral Therapy (CBT). The practice focuses on providing evidence-based treatments for young adults and middle-aged clients dealing with life transitions, anxiety, and the unique challenges of their 20s, 30s, and 40s. Whether you're grappling with relationship issues, career stress, or emotional regulation, Downtown Behavioral Wellness is there to support you every step of the way.

Manhattan Wellness: Led by Jennifer Teplin, Manhattan Wellness is a boutique therapy practice dedicated to helping young professionals in New York City. Specializing in issues such as anxiety, depression, self-esteem, and major life transitions like dating, engagements, and new motherhood, the team at Manhattan Wellness provides compassionate, individualized care to help clients navigate the ups and downs of their 20s and 30s.

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Co-Host: Maddy Ellberger

Co-Host: Jennifer Teplin

Executive Producer: Wicked Child Studio, Hailey Rovner Malach

This week, Maddy and Jen share what inspired them to become therapists and reveal the not-so-glamorous side of a job that’s suddenly considered “cool."

Whether you’re a budding therapist, currently in therapy, or just here to eavesdrop— join us!

How to be a great (or choose a great) therapist ... according to Maddy & Jen:

• Connection is everything. A great therapist knows how to build trust.
• Know your ‘why’. If you're becoming a therapist to fix people—or yourself—it’s worth pausing. The best therapists are grounded in purpose, not ego.
• Authenticity beats perfection. The most effective therapy happens when you (and your therapist!) show up as your full, human self.
• Fit over credentials. Whether you’re choosing a therapist or becoming one, personality matters. Credentials get you in the door—fit is what keeps people coming back.

Connect with us:

• Email us your questions at: hello@areweokay.com
• Follow Jennifer on Instagram: @manhattan.wellness
• Follow Maddy on Instagram: @downtownbehavioralwellness

Downtown Behavioral Wellness: Founded by Maddy Ellberger, Downtown Behavioral Wellness is a private therapy practice in NYC specializing in Dialectical Behavior Therapy (DBT) and Cognitive Behavioral Therapy (CBT). The practice focuses on providing evidence-based treatments for young adults and middle-aged clients dealing with life transitions, anxiety, and the unique challenges of their 20s, 30s, and 40s. Whether you're grappling with relationship issues, career stress, or emotional regulation, Downtown Behavioral Wellness is there to support you every step of the way.

Manhattan Wellness: Led by Jennifer Teplin, Manhattan Wellness is a boutique therapy practice dedicated to helping young professionals in New York City. Specializing in issues such as anxiety, depression, self-esteem, and major life transitions like dating, engagements, and new motherhood, the team at Manhattan Wellness provides compassionate, individualized care to help clients navigate the ups and downs of their 20s and 30s.

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Co-Host: Maddy Ellberger

Co-Host: Jennifer Teplin

Executive Producer: Wicked Child Studio, Hailey Rovner Malach

Making friends as an adult can feel like mission impossible. Gone are the days of built-in social circles from school. So... how do you meet new friends?

This week, Maddy and Jen dive into the art of making new friends, the importance of putting yourself out there, and why your ideal friendship circle should be less of a one-size-fits-all and more like the Spice Girls—a group of people with shared interests, but each bringing their own unique personality to the mix.

Your DBT skill of the week is... GIVE

You can use the GIVE skill to form new friendships:

• Gentle Manner: Approach conversations with warmth and ease.
• Interest: Show curiosity in others’ lives and activities, even if it’s not your passion.
• Validation: Acknowledge and affirm people’s feelings and experiences.
• Easy Manner: Keep things light and natural—friendship doesn’t have to be high-stakes.

Connect with us:

• Email us your questions at: hello@areweokay.com
• Follow Jennifer on Instagram: @manhattan.wellness
• Follow Maddy on Instagram: @downtownbehavioralwellness

Downtown Behavioral Wellness: Founded by Maddy Ellberger, Downtown Behavioral Wellness is a private therapy practice in NYC specializing in Dialectical Behavior Therapy (DBT) and Cognitive Behavioral Therapy (CBT). The practice focuses on providing evidence-based treatments for young adults and middle-aged clients dealing with life transitions, anxiety, and the unique challenges of their 20s, 30s, and 40s. Whether you're grappling with relationship issues, career stress, or emotional regulation, Downtown Behavioral Wellness is there to support you every step of the way.

Manhattan Wellness: Led by Jennifer Teplin, Manhattan Wellness is a boutique therapy practice dedicated to helping young professionals in New York City. Specializing in issues such as anxiety, depression, self-esteem, and major life transitions like dating, engagements, and new motherhood, the team at Manhattan Wellness provides compassionate, individualized care to help clients navigate the ups and downs of their 20s and 30s.

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Co-Host: Maddy Ellberger

Co-Host: Jennifer Teplin

Executive Producer: Wicked Child Studio, Hailey Rovner Malach