Off the VPN

Jellyfish

Is bringing up your software engineering salary a dating red flag? How do you strike a balance between career ambition and incendiary burnout? Is it ever okay to hold your code hostage in escrow? Navigating a career in tech raises a lot of tricky questions that aren’t exactly appropriate for the daily stand-up. So let’s take this off the VPN. In this new podcast from Jellyfish, work besties Jasmine and Allison scour the internet to find the real questions engineers and developers are whispering over drinks and posting about anonymously. Together, they’ll tackle the most troubling of inquiries with authenticity, humor, and absolutely no holding back.

  1. AUG 27

    Show me “code nerd” in the job requirements

    Is passion really a must to succeed in the tech world? Grace, a coding apprentice, gets called out for not being “passionate enough” about her work. But what does “passionate enough” look like and is that really what matters most in tech? In this episode, we challenge this stereotype and explore how your skills, not your obsession, should define your success. If you’ve ever felt like passion alone doesn’t cut it, this one’s for you. Got a tech tale of your own or some workplace drama? Hit us up at jellyfish.co/offthevpn. And don’t worry - we’ll keep it Off the VPN. Highlights: Passion vs. Performance: Why passion isn’t always the key to tech successThe “Code Nerd” Stereotype: Breaking free from the narrow mold in techBalancing Passion: How to stay true to yourself while thriving in your careerJump into the conversation:(00:00) Intro (02:29) Do you need passion to succeed in tech? (03:35) Grace’s apprenticeship journey: balancing school and work (05:06) Not “passionate enough” about coding (05:38) Trying to prove herself at work (08:57) Being procedural VS. creative (10:46) The inappropriate comparison to a male coworker (14:17) The “passion engineer” stereotype and its impact on career

    23 min

  2. AUG 13

    Simon says, "let AI do it all"

    What happens when our most senior engineer stops writing code altogether and lets AI handle everything? Well, you can expect projects and productivity to go out the window.  Meet Simon, who is about 30+ years into the game and fully convinced that AI will fully replace the developer. From trying to build a model that could replace the whole team, to refusing to touch a pull request without an AI agent, his workflow has gone from experimental to whack. If you’ve ever worked with someone who is blindly chasing after shiny new tech at the expense of deadlines, quality, and team morale, then this one will feel eerily familiar.  Got a tech tale of your own or some workplace drama? Hit us up at jellyfish.co/offthevpn. And don’t worry - we’ll keep it Off the VPN. Highlights: Full AI Adoption: What happens when “prompt-only” coding takes overLeadership Lessons: Why avoiding the hard but real conversations make problems worseTeam Impact: How one person’s workflow can ripple across an entire organizationJump into the conversation:(00:00) Intro (02:24) Loving shiny new tools after 30 years of experience(05:15) Ambitious AI side project with zero business fit(06:12) Only coding through AI prompts, no edits(08:45) Slower work, more bugs, mounting frustration(13:09) How managers should address extreme AI adoption(23:39) Head of engineering crashes standup, chaos follows(25:48) Telling a new  junior they’ll soon be jobless

    30 min

  3. JUL 30

    This FAANG ruined my family

    Imagine sibling rivalry at its finest, but now dip it into tech. Meet Julian and Ava, two Ivy League computer science students with very different career paths. One’s endlessly stacking internships at Amazon, Google, and other big names, while the other’s soaking up Europe, partying, and living her best life. When they both go after the same job… turmoil starts to enter.  Ever faced some serious competition from a sibling when it comes landing your dream job? This one’s for you. Got a tech tale of your own or some workplace drama? Hit us up at jellyfish.co/offthevpn. And don’t worry - we’ll keep it Off the VPN. Highlights: Tech Career Hustle: When family and ambition collideSibling Showdown: Can you both win in tech?Job Hunt Drama: How far will you go to land that offer?Jump into the conversation:(00:00) Intro(06:13) Different paths: internships vs. living your best life(10:18) Should you follow the tech grind or just chill?(12:15) The Google dilemma - who gets in first?(13:39) When parents take your sibling’s side(15:51) How hard work pays off in tech interviews(19:20) The entitlement of expecting career handouts

    24 min

  4. JUL 16

    Great at code, dating not so much

    A date so bad, it felt like a work meeting? Yeah, that happened. Meet Rochelle, who thought she was going on a quirky first date with a software engineer - until an 8-minute voice memo, an unhinged rant about remote work, and a very questionable boss threat turned everything upside down.  If you’ve ever tried to date in tech and found yourself knee-deep in awkward convos and glaring red flags, you'll totally get this one. Got a tech tale of your own or some workplace drama? Hit us up at jellyfish.co/offthevpn. And don’t worry - we’ll keep it Off the VPN.Highlights: Tech-Savvy Dating: When your date asks you to give a presentation on your first dateRemote Work Woes: How far is too far when it comes to job complaints?Red Flag Radar: Recognizing the signs...before they send you an 8-minute voice memo.Jump into the conversation:(00:00) Intro (02:03) Quirky date idea that’s almost too much (04:08) Complaining about remote work on a first date (07:20) The eight-minute voice memo and hidden recording (10:02) When venting about work goes too far (14:15) How the tech bubble affects dating expectations (16:27) Rochelle’s final move  (21:31) Final reflections about this tech love story

    22 min

  5. JUL 2

    You said to use AI, you didn’t say to use it well

    Ever looked at a pull request and thought…welp.  Meet Raj, a tech lead just trying to do his job, until his team is buried under an avalanche of AI-generated chaos. We’re talking 10,000-line PRs, hallucinated services, broken tests, and a very real security scare. All in the name of speed? This episode is for anyone who has watched AI tools get tossed into engineering orgs with zero training, no guardrails, and that faster is always better. Come on, we’re better than “just add AI.” Got a tech tale of your own or some workplace drama? Hit us up at jellyfish.co/offthevpn. And don’t worry—we’ll keep it Off the VPN.

    26 min

  6. JUN 18

    No senior, no safety net

    David, a junior engineer at a fintech company, is instantly zapped into a project that quickly becomes a memorable early dev experience (both technically and interpersonally). He’s tasked with building a feature alone after his senior engineer gets sidetracked, and unfortunately for him, his junior experience does not meet the high expectations, to put it lightly. What starts as an exciting opportunity turns into a rough ride. David is under pressure to deliver a critical feature with little guidance, and as his timeline gets tighter, the stakes grow higher. When the feature crashes during testing, it sparks a public reprimand that no one saw coming. The worst part? No one steps in to defend him, and the senior engineer stays silent. Want to ask us something or share your own work drama? Hit us up at jellyfish.co/offthevpn. And don’t worry—we’ll keep it Off the VPN Highlights: The Pressure Cooker: How being thrown into the deep end feelsSilent Treatment: The consequences of no backup when things go wrongCareer Lessons: How public failure can shape your futureJump into the conversation:(00:00) Pushing a junior engineer into the deep end (06:44) Junior engineers and unrealistic timelines (09:28) Optimism vs. reality in engineering (11:42) Performance issues emerge in staging (13:10) David’s public criticism in the meeting (16:02) No intervention when David is called out (21:43) David’s recovery and new opportunities

    25 min

  7. JUN 4

    When asking ‘why?’ gets you fired

    Avery lands a senior role at, let’s just call the company Seat Snag, with a big paycheck and high expectations. But when his questions about company processes start raising eyebrows, ish hits the fan. What seemed like a normal transition turns into a clash of cultures. Avery’s quest for clarity turns into frustration, and while he was encouraged to switch teams, doing so only made it worse. Finally, when customer complaints surface online, Avery goes into detective mode, and that’s where the cracks really start to show.  Want to ask us something or share your own work drama? Hit us up at jellyfish.co/offthevpn. And don’t worry—we’ll keep it Off the VPN. Highlights: The Curious Cat: When being curious actually harms your tenureCulture Meets Crash Test Dummy: Being an outlier in the company norms Making Headlines: Bad publicity is still publicity, right!? Jump into the conversation:(00:00) Avery joins Seat Snag (05:16) The side project becomes the main gig (07:00) In search of needed documentation (10:12) Avery’s constant questions start to raise flags (13:49) Data team mystery (15:40) CEO’s demo surprise (21:12) Avery takes it to social media  (24:10) The aftermath and new opportunities

    34 min

  8. MAY 21

    Security panic at the disco

    Sometimes getting random DMs in your online community doesn’t always work out like you want it to.   Picture this, you're Aubrey, a cybersecurity pro thriving in a fast-paced tech scene. Everything’s going smoothly until you try to do a nice thing - offering some extra tickets to a local disco costume party. Sounds harmless, right…right!?  Enter Ted: a seemingly well-meaning but totally clueless guy who doesn’t quite get the boundaries. What starts as a small gesture develops into a series of awkward DMs, boundary-pushing, and what we’d call very awkward exchanges, oof! Got a tech tale of your own or some workplace drama? Hit us up at jellyfish.co/offthevpn. And don’t worry—we’ll keep it Off the VPN. Highlights: Ted Doesn’t Get the Memo: You gotta read the room yo! Aubrey Goes CSI: It all starts with the phone numberCommunity Vigilance: Moderators, we love you, thanks for keeping communities safe! Jump into the conversation:(00:00) Intro(03:47) Aubrey’s generous ticket giveaway(07:02) Ted’s unsolicited messages start flooding in(09:10) Boundaries set, but Ted doesn’t get the hint(12:55) Crossing over the cybersecurity line(17:02) When online turns real(20:52) Aubrey plays CSI on Ted(25:40) Community moderators step in(28:09) The moral of the story: Privacy, people

    33 min
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About

Is bringing up your software engineering salary a dating red flag? How do you strike a balance between career ambition and incendiary burnout? Is it ever okay to hold your code hostage in escrow? Navigating a career in tech raises a lot of tricky questions that aren’t exactly appropriate for the daily stand-up. So let’s take this off the VPN. In this new podcast from Jellyfish, work besties Jasmine and Allison scour the internet to find the real questions engineers and developers are whispering over drinks and posting about anonymously. Together, they’ll tackle the most troubling of inquiries with authenticity, humor, and absolutely no holding back.

Information

  • Creator
    Jellyfish
  • Years Active
    2024 - 2025
  • Episodes
    27
  • Rating
    Clean
  • Copyright
    © 2025 Jellyfish
  • Show Website
    Off the VPN