Dev Leader Podcast

Dev Leader Podcast

I interview software engineers of all different levels, skillsets, and walks of life so they can share their unique journeys with YOU. See how diverse the field of software engineering is and how everyone has their own powerful story to share about their own career development.

Episodes

January 12, 2026 54 mins

In this episode of the Dev Leader Podcast, I sit down with Simon Stern to unpack a career journey that cuts across far more than just writing code. Simon started out in biochemistry on a path toward medicine, walked away from it entirely, taught himself to code, became a boot camp instructor, worked in big tech, and is now leaning hard into entrepreneurship.


----


You can get in touch with Simon:

- Website: https://simonstern.c...

  • Mark as Played

    In this episode, I sat down with Jamon Holmgren, co-founder and CTO of Infinite Red, to talk about his unconventional journey from framing homes in the rain to building a thriving software consultancy. Thanks so much for the discussion, Jamon!


    ----


    You can find Jamon at:

    - Website: https://jamon.dev/

    - Into the Dawn: https://store.steampowered.com/app/4055780/Into_the_Dawn/

    - Twitter: https://x.com/jamonholmgren

    - Jammin Games on...

  • In this episode, I get to catch up with Bhavya Kashyap, Engineering Manager at Chime, AND a former classmate of mine from the University of Waterloo. We hadn’t spoken in years, but this conversation was an AWESOME catch-up!


    Her story is a powerful reminder that failure isn’t final and that sometimes the best engineers are those who’ve had to fight the hardest to prove they belong.


    ----

    You can find Bhavya at:

    - Website: https:/...

  • Mark as Played

    In this episode, I talk with Samantha Lopez, whose path into software development is anything but typical -- and that’s exactly what makes it so inspiring.


    Whether you’re just starting out or pivoting mid-career, Samantha’s journey proves that your past experiences can be your biggest asset in tech -- you just have to connect the dots and keep going!


    ----

    You can find Samantha at:

    - LinkedIn: https://www.linkedin.com/in/samlope...

  • In this episode, I sit down with Danny Thompson and Rob Oel from This Dot Labs -- two developers with wildly different paths into tech. If you’ve ever doubted your path or wondered whether you belong in tech, this one is for you!

    ----

    This Dot Labs: https://www.thisdot.co/


    You can find Danny at:

    - Website: https://www.dthompsondev.com/

    - LinkedIn: https://www.linkedin.com/in/dthompsondev/

    - YouTube: https://www.youtube.com/@DThompson...

  • Claire’s story is both honest and inspiring -- from growing up with dial-up internet and believing she wasn’t “smart enough” to code, to now teaching thousands of aspiring developers how to build real projects and overcome self-doubt.


    We dig into how helping others can become one of the best ways to learn, why adults often thrive through applied learning over theory, and how sustainability and community can make or break your le...

  • Mark as Played

    I was really grateful to have Tom Ridge join me for a deep, honest conversation about leadership, agile delivery, and what it really takes to help engineering teams succeed.


    Tom shared how his team turned things around after projects fell behind schedule -- using data, reducing scope, and applying Little’s Law to make forecasting less about guesses and more about measurable flow. We also dug into the human side of engineering: h...

  • Today's guest on the podcast is Ray Nicholus! We got candid about leading as introverts, when to say yes (and when to say no), and how to balance hands-on code with real people leadership. We dug into startup versus big-company impact, remote-first habits that actually work, and why impostor syndrome can be a signal for growth.


    If you’re navigating the IC-to-manager path (or debating it) this one will hit home! Thanks so muc...

  • Derek Comartin of CodeOpinion is one of my favorite YouTubers and content creators. Derek is able to talk through all sorts of software engineering tradeoffs and is one of the best at answering the "it depends" question.


    That's because Derek knows that context is king. If we are making decisions in software engineering, it's all about the circumstances that we're operating in. Derek brings this front and center whenever he's talking...

  • Mark as Played

    Building highly effective teams sometimes feels as complicated as rocket science -- but that's no problem for today's guest, Ryan Varley!


    Ryan Varley was en route to have a career in astrophysics, but software engineering got the best of him! In our chat, Ryan shares his career journey and how he looks to build development teams that are highly engaged.


    ----

    You can find Ryan at:

    - LinkedIn: https://www.linkedin.com/in/...

  • Mark as Played

    Spanish teacher?! Yeah, my guest today is a career-switcher coming over to software engineering from being a Spanish teacher!


    David Weiss is an awesome guy to know with a great story about making a career switch into software development. I thoroughly enjoy his software engineering content online, and it was great to chat with him about how content creation helps him have a bigger impact in the developer space.


    Thanks SO much...

  • Mark as Played

    I sat down with Kirk Marple of Graphlit to talk about his career journey and the awesome AI platform that he's building.


    One of the things I thought was awesome was the fact that they "dogfood" their platform by building solutions on top of it -- one of the BEST ways to know the ins and outs is to use it yourself!


    Huge thanks to Kirk for sharing his insights and I'm very excited to see the future of Graphlit...

  • In this talk with Michael Kill, he shares his perspective on why the high-priority P0 scenarios are some of the best to learn from... despite being high pressure and high stress!


    Everyone has something to bring to the table, and everyone has something they can learn -- regardless of your title or your seniority.


    Thanks for this awesome discussion, Michael!


    ----

    Get in touch with Michael:

    - Twitter: https://x.com/mdkill


    --...

  • Mark as Played

    He's worked at Amazon, Meta, and Google... But that's not what I found most interesting about Lee McKeeman!


    While Lee has lots of awesome experiences (in AND outside of work), one of them that really got me interested was becoming an engineering manager and transitioning back to a software engineer. It's not that this is unheard of, but it's not a common one that I get to talk to others about!


    Lee shares some ...

    Mark as Played

    This is a very special episode for me because I really look up to and admire today's guest. Hassan Habib does an incredible job of combining technical insight with philosophy -- something that I don't see done so elegantly by many others.


    But one thing that REALLY sets Hassan apart is his focus on putting people first in software engineering. It's something that's so very obvious when talking with him and in his ...

  • Mark as Played

    Mike Akins made the move from flying helicopters in the military to tech -- an AWESOME career switcher story! He has attended Oregon State and walks us through the challenges of searching for jobs as a student, from internships to applying for those first jobs.


    We discuss imposter syndrome and working alongside a different generation of developers -- overall, a very enlightening discussion!


    Thanks very much for your time, Mik...

  • Brian has one of my favorite career-switcher stories, and I'm glad that he sat down with me again to share it. In our conversation, we get to see what it was like for him to go from a low place to crushing it as a software developer.


    But we're not done there, because Brian and I get into our AI tool usage. Is it safe to vibe code? Let's find out...


    Thanks for coming on the podcast, Brian!


    ----


    You can get in touch with Brian:

    - LinkedIn...

  • Mark as Played

    Josh Hicks of Jumpmind knows a thing or two about just how complicated data replication can get.


    On the surface, it's a simple problem. Data in one spot needs to get to another spot. Add a new location in? No problem.


    ... But it gets complicated FAST, and that's a problem they solve at Jumpmind.


    Big thanks to Josh for sharing his career journey, featuring AWESOME networking opportunities that really demonstrate jus...

    Mark as Played

    If you think leadership topics only apply to managers and above, think again! In this video interview, I was joined by Adrian Stanek. We got chatting about leadership principles, and they're all applicable to different roles and levels.


    I really like how Adrian framed his four pillars. The concepts rang very true for me, and I think there's a lot of value here for software engineers.


    Thanks for the chat, Adrian!


    --...

    Mark as Played

    My podcast guest went from engineer to manager to career coach -- and what a journey it's been!


    In this video interview, Michael Greenspan joins me to share his career journey and shed some light on what engineering management looks like to him. We bridged into topics of burnout as well as the importance of finding purpose in the work we do.


    Thanks so much for the perspective, Michael! Great chat!


    ----


    You can find Michael at:

    - LinkedI...

    Mark as Played

    Popular Podcasts

      I’m Jay Shetty host of On Purpose the worlds #1 Mental Health podcast and I’m so grateful you found us. I started this podcast 5 years ago to invite you into conversations and workshops that are designed to help make you happier, healthier and more healed. I believe that when you (yes you) feel seen, heard and understood you’re able to deal with relationship struggles, work challenges and life’s ups and downs with more ease and grace. I interview experts, celebrities, thought leaders and athletes so that we can grow our mindset, build better habits and uncover a side of them we’ve never seen before. New episodes every Monday and Friday. Your support means the world to me and I don’t take it for granted — click the follow button and leave a review to help us spread the love with On Purpose. I can’t wait for you to listen to your first or 500th episode!

      Stuff You Should Know

      If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.

      The Joe Rogan Experience

      The official podcast of comedian Joe Rogan.

      The Breakfast Club

      The World's Most Dangerous Morning Show, The Breakfast Club, With DJ Envy, Jess Hilarious, And Charlamagne Tha God!

      SmartLess

      "SmartLess" with Jason Bateman, Sean Hayes, & Will Arnett is a podcast that connects and unites people from all walks of life to learn about shared experiences through thoughtful dialogue and organic hilarity. A nice surprise: in each episode of SmartLess, one of the hosts reveals his mystery guest to the other two. What ensues is a genuinely improvised and authentic conversation filled with laughter and newfound knowledge to feed the SmartLess mind. Subscribe to SiriusXM Podcasts+ to listen to new episodes of SmartLess ad-free and a whole week early. Start a free trial now on Apple Podcasts or by visiting siriusxm.com/podcastsplus.

    Advertise With Us
    Music, radio and podcasts, all free. Listen online or download the iHeart App.

    Connect

    © 2026 iHeartMedia, Inc.