Laughing Through The Uncomfortable

Julie and Jeff
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Honest conversations between a mom and a son about life, connection, and figuring it out. Mission: Our podcast creates space for honest conversations unedited about connection, belonging, and navigating a world that doesn’t always make room for differences — shared through the perspectives of a mom and a son.

  1. Jun 2

    Serve the Tennis Ball Jeff ! Salary Talks, Dream Jobs & Meatballs 😂

    Send us Fan Mail Things are moving fast on this week's Laughing Through the Uncomfortable!  After working with a professional career coach Jeff walked into his first interview at his dream company and got pushed through to round two! We break down exactly what happened, chatted about the mirror practice sessions, the behavioral questions nobody warned him about, the salary negotiation tennis match, and why telling the recruiter you want to open your own brand in five years is never the right answer 😂 Then things get real. Jeff has his sights set on relocating with a target city in mind, an apartment that costs half of what he pays now, and a timeline that has his mom doing the math in real time 😂 Plus, the dating apps are officially deleted until further notice, the LinkedIn profile needs an urgent update, and somehow we end up talking about homemade pasta sauce and Trader Joe's meatballs 😂❤️ If you are job hunting, navigating interviews, thinking about relocating or just need a good laugh this week this one is for you 🎙️ And if you want the contact information for the professional career coach Jeff worked with email us at laughingthroughuncomfortable@gmail.com and we will send you her social media details! New episodes every two weeks. Follow us on Spotify, iHeart, and Apple Podcasts!

    29 min

  2. May 19

    Back From Finals & Nothing Is Going According to Plan

    Send us Fan Mail Jeff is back from finals and ready to dive back in and he did not come back empty handed! 🎙️ This week on Laughing Through the Uncomfortable, a blast from the past calls Jeff out of nowhere during his lunch break and drops some unexpected news, she is moving close by and apparently Abby has been causing drama again 😂 Then the conversation gets real fast. Jeff has been grinding for four years trying to land his dream job at his pinnacle company in the Bay Area. We get into the nightmare of phone interviews when you are neurodivergent, accidentally calling a female recruiter sir 😂 the mystery of ghost job postings, salary negotiation anxiety, and what happens when 94 people apply for the same position five days after you did! And we tease what is coming next  a conversation about the voices in our heads and imposter syndrome that is going to hit close to home for a lot of people 🎙️ Real talk, real laughs and a dog named Oakley who tried to end the podcast early! New episodes every two weeks. Follow us on Spotify, iHeart, and Apple Podcasts!

    32 min

  3. May 5

    Best Of: 12 Episodes, Too Many Red Flags & Not Enough Chardonnay

    Send us Fan Mail Jeff is hitting the books for finals so this week we are taking a walk down memory lane through our favorite moments from the first 12 episodes of Laughing Through the Uncomfortable! 🎙️ From Jeff navigating the city with all its sounds and smells, to red flags he completely missed while dating, to the resting bitch face incident at the wine tasting, to finally understanding what a compliment on your eyes actually means — and what it definitely does not mean 😂 We also revisit the dating fatigue that comes with swiping left and right for months, the moment Jeff realized he attracts people who need healing, and of course Logan setting the record straight on what gaslighting actually is 😂❤️ If you are new to the podcast this is the perfect place to start. If you have been here from the beginning — welcome back to all the moments that made you laugh through the uncomfortable 🎙️ New episodes return in two weeks when Jeff is done with finals! 😂 New episodes every two weeks. Follow us on Spotify, iHeart, and Apple Podcasts!

    29 min

  4. Apr 21

    Dating Fatigue, Gaslighting & Two Million Swipes — ft. Guest Logan

    Send us Fan Mail This week on Laughing Through the Uncomfortable the youngest brother Logan finally joins the conversation — and he did not hold back! 😂 We pick up where we left off diving into whether a girl complimenting your eyes really means what you think it means, why resting bitch face is killing your approachability, and how dating app fatigue is real and exhausting. Logan drops some straight up honest advice — delete the apps, put the phone down and just go talk to people. Plus the crew gets into gaslighting, old sayings nobody understands anymore, the guy who swiped two million times on Tinder and still got stood up, and why going to the gym alone might be more distracting than helpful 😂 Real talk, little brother wisdom and a lot of laughs. This one is a good one. 🎙️ New episodes every two weeks. Follow us on Spotify, iHeart, and Apple Podcasts!

    36 min

  5. Apr 7

    Left on Read, BART Surprises & RBF

    Send us Fan Mail Julie and Jeff are back and nothing is off limits. This week Jeff spots something on BART that he absolutely cannot unsee, we dissect the fine art of ghosting back someone who ghosted you first, and Julie breaks down why a compliment about your eyes might actually be an invitation for a conversation— if you know how to read it. Plus — is Jeff's resting bitch face keeping him from meeting his person? And does dressing well actually work against you? Mom weighs in, as always, with zero filter. Grab your wine, order the pizza, and laugh through the uncomfortable with us.  New here? Start with Episode 7 — the "You embarrassed me" episode that started it all. New episodes every two weeks. Follow us on Spotify, iHeart, and Apple Podcasts!

    30 min

  6. Mar 24

    Adulting Is Hard and the Apple Store Didn't Help

    Send us Fan Mail Ever have one of those weeks where everything hits at once? This week on Laughing Through the Uncomfortable we are getting real about the messy, exhausting and sometimes hilarious side of adulting.  A long overdue switch from PC to a brand new Mac turns into a full on customer service nightmare — two unhelpful employees, a laptop hitting the floor on day one, and somehow still walking out with a smile.  Then the conversation gets real. Navigating a tough job market with a master's degree, why being overqualified can actually work against you, managing disabilities in the real world, and how to keep going when life just feels heavy. And somewhere in between all of that… Chardonnay. In 90 degree heat. Out of a wine bottle repurposed as a water bottle, because why not. If you have ever had a week where all you can do is laugh through it — pull up a chair and join the conversation. New episode out now!  New episodes every two weeks. Follow us on Spotify, iHeart, and Apple Podcasts!

    33 min

  7. Mar 17

    She Liked You! — The Follow Up with ft. Guest

    Send us Fan Mail Last week Jeff went on a coffee date and thought it was a disaster. This week, guest Ben calls in to set the record straight. In part two of our dating app saga, Ben breaks down why that lingering hug and five-to-seven seconds of silence was actually a green light Jeff completely missed.  Plus — Jeff discovers a dating app message he never saw because his notifications were off (all while complaining about being ghosted), Ben shares how he met his wife Katie on Tinder in two days flat, and the crew recaps a wine tasting where Jeff tuned out the history lesson… until four glasses of wine kicked in. If you haven't listened to last week's episode yet, go back and start there — then come right back for this one. New episodes every two weeks. Follow us on Spotify, iHeart, and Apple Podcasts!

    26 min

  8. Mar 10

    Dating Apps, Dead Conversations & A $3 Tea

    Send us Fan Mail Ever been on a date so awkward it felt like a live episode of Big Bang Theory? This week, Julie and her neurodivergent son Jeff are back and spilling ALL the tea — literally. Jeff breaks down his most recent dating app disaster, including a first date with a biomedical engineer, a $3 cup of tea, an hour and a half of painfully pulled conversation, and the most awkward goodbye handshake you'll ever hear about. Plus, Mom and Jeff dive deep into the wild world of dating apps — the ghosting, the one-word answers, the dopamine chasers, and why 1,500 men slid into his friend's DMs in less than 24 hours. If you're single, have ever BEEN single, or just love laughing at the beautiful disaster that is modern dating — this one's for you. New episodes every two weeks. Follow us on Spotify, iHeart, and Apple Podcasts!

    32 min
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Honest conversations between a mom and a son about life, connection, and figuring it out. Mission: Our podcast creates space for honest conversations unedited about connection, belonging, and navigating a world that doesn’t always make room for differences — shared through the perspectives of a mom and a son.

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