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. 1d ago

    Act Like You Don't Want It… And You'll Get It

    Send us Fan Mail After months of rejections ghostings and hitting his head against the same wall — he finally got the job  And the plot twist? He went into the interview not even wanting it! This week on Laughing Through the Uncomfortable we celebrate a HUGE win and break down exactly what changed — from finding a career coach who actually spoke his industry's language to fixing his resume to walking into an interview with zero attachment to the outcome and somehow nailing it anyway. We also get real about what advice actually works for people who are grinding through a tough job market — hint it is not just being persistent and Jeff learns that lesson in real time on this episode. Julie shares advice for parents of neurodivergent adults watching their kids struggle through interviews and why the five whys exercise might be the most powerful thing you can do to help them find their voice. If you have been grinding and wondering when things are finally going to click — this episode is for you. Got questions for Jeff, Ben, and Logan? Email us at laughingthroughuncomfortable@gmail.com — we are almost ready for the big brothers episode! New episodes every two weeks. Follow us on Spotify, iHeart, and Apple Podcasts!

  2. Jul 14

    Redshirting, Rejections & a Career Coach in Canada; The Update You Asked For!

    Send us Fan Mail You asked and we delivered! 🎙️ Several of our listeners reached out wanting to know what happened with Jeff's interviews — and this week on Laughing Through the Uncomfortable we are giving you the full update  The dream company? Ghosted him after two rounds. The parent company menswear role? Also a no. The follow up emails asking for feedback? Ghosted again. But here is the thingm, he is not giving up and he is not the same person who walked into those first interviews either 💪 This week Jeff connects with a brand new career coach — this time one who actually speaks the language of buying and merchandising — and she changes everything. From rebuilding his resume to asking the one question nobody had asked him before — why do you actually want to work for this brand? — she gives him a roadmap that finally makes sense 🎯 Plus Jeff lands a LinkedIn mentor who vibes with him immediately and gets flagged to HR at a new company within two hours of sending an email using his new coach's template 🔥 We also tease what is coming up — a very special guest who works with neurodivergent kids (when we can coordinate schedules), the long awaited dating app update and the three brothers Q&A that our listeners have been asking for 👀 If you have been grinding through a tough job search and wondering when it is going to click — this one is for you ❤️ Got questions for Jeff, Ben and Logan? Email us at laughingthroughuncomfortable@gmail.com — we have been collecting them and we cannot wait 🎙️ New episodes every two weeks. Follow us on Spotify, iHeart, and Apple Podcasts!

  3. Jun 30

    Dean Winchester, Negative Nancy & the Voice in Your Head

    Send us Fan Mail We got an email from a listener after our last episode asking us to go deeper on the inner voice conversation and honestly she was right because we barely scratched the surface 😂 So this week on Laughing Through the Uncomfortable we went ALL the way in  Julie finally opens up about her imposter syndrome and admits her inner voice is less of a cheerleader and more of a negative Nancy who needs to find a new place to live 😂 Jeff goes deeper into his inner voice — Dean Winchester is still showing up and apparently he is the same guy everywhere whether it is a date a job interview or a rescheduled meeting that keeps getting pushed back 😂 We also get into something that does not get talked about enough — how neurodiversity and ADD affect the inner voice and what it actually feels like when your nervous system gets overstimulated and you just need to get out. Plus code switching — is it just a new label for something we have all been doing our whole lives? And we both make a commitment at the end that our listeners can make too 🎯 If your inner voice has ever told you that you are not good enough smart enough or worth someone's time — this one is for you ❤️ Got a topic you want us to go deeper on? Email us at laughingthroughuncomfortable@gmail.com — we read every single one 🎙️ New episodes every two weeks. Follow us on Spotify, iHeart, and Apple Podcasts!

  4. Jun 16

    Five Candidates, Two Callbacks & One Guy Who Actually Wore a Suit

    Send us Fan Mail Things are heating up on this week's Laughing Through the Uncomfortable! 🎙️ Jeff is in the middle of the most exciting chapter of his job hunt yet — two companies are looking at him at the same time and he walked into his dream job interview as the only candidate who actually showed up in a suit 👔 We get into the callback from the California brand he has been chasing for four years, the New Jersey recruiter who keeps it completely unfiltered, the question that caught him off guard and why name dropping his old mentor may have been the smartest move he made 😂 Plus — a listener reached out with a game changing suggestion for reading with dyslexia, we finally dig into the inner voice conversation and what the book Jeff has been reading says about the different voices in our heads 🧠 Oh and the dating apps are back 😂 because of course they are And the analogy of the episode — interviewing is exactly like dating There is ghosting, there are callbacks, and there are a whole lot of no's before you find the one 🎯 Stay tuned because next week we find out if he makes it to the final round 🔥 New episodes every two weeks. Follow us on Spotify, iHeart, and Apple Podcasts!

  5. 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!

  6. 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!

  7. 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!

  8. 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!

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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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