logo
episode-header-image
May 2025
25m 43s

Oh, now it’s urgent? Cute.

jellyfish
About this episode

Imagine you’re our good friend Logan (aka the Wolverine) and work is steady – yay!  When all of a sudden a “low priority” side project made it to the CEO’s radar…bummer. 


Chaos begins, stress rises, deadlines shift, and communication has flown out the window. What was once a simple task is now a ticking time bomb. With a small team and virtually no additional resources, Logan’s feeling the summer heat early. As icing on the cake, throw in an MIA manager while the CEO presses for a demo that isn’t even ready.


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:

  • Low prio is High Prio: When “no rush” actually  means “drop everything now”
  • Communication Void: Weekly updates on Slack with nothing but a thumbs up
  • CEO Curveballs: The art of war in urgent demands from the Big Boss 

Jump into the conversation:
(00:00) Intro

(01:47) A nightmare on techstreet

(03:33) Logan: solo support and side quests

(05:16) The “side project” that’s not side

(10:12) Priorities lost in translation

(13:49) Professor X wants the integration

(15:40) CEO’s surprise: where’s the demo button?

(18:58) New deadline, instant chaos, Logan’s dread

(21:12) Panic mode: calling all hands

Up next
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 stereoty ... Show More
23m 15s
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 develop ... Show More
30m 23s
Jul 2025
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, partyi ... Show More
24m 1s
Recommended Episodes
Sep 2024
The things engineers are desperate for PMs to understand | Camille Fournier (author of “The Manager’s Path,” ex-CTO at Rent the Runway)
<p><strong>Camille Fournier</strong> is the author of <em>The Manager’s Path, </em>which many consider the definitive guide for navigating one’s career path in tech. Camille was previously the CTO of Rent the Runway, VP of Technology at Goldman Sachs, Head of Platform Engineering ... Show More
1h 23m
Jan 2025
The #1 Reason to FIRE Your #1 Employee
<p>Episode Description</p> <p>In this episode, I dive deep into what it really means to build a thriving, successful organization—one where culture, accountability, and human connections drive everything. I talk about why I fire people who aren’t good humans, no matter how talent ... Show More
7m 24s
Jun 2025
The Fighter Pilot Mindset Every Construction Leader Needs for Safer, Faster Projects
<p dir="ltr">In today's episode of Construction Genius, we dive deep into a powerful leadership framework that can transform how you run your construction projects — the Fighter Pilot Mindset based on John Boyd's legendary OODA loop.</p> <p dir="ltr">In fast-paced, high-risk envi ... Show More
37m 47s
Sep 21
From managing people to managing AI: The leadership skills everyone needs now | Julie Zhuo (Facebook VP, Sundial CEO, The Making of a Manager author)
Julie Zhuo is the former VP and Head of Design at Facebook (now Meta), author of the bestselling book The Making of a Manager, and co-founder of Sundial, an AI-powered data analysis company. Also, my first-ever podcast guest over 3 years ago!In our conversation, we discuss:1. The ... Show More
1h 36m
Aug 2024
How embracing emotions will accelerate your career | Joe Hudson (executive coach, Art of Accomplishment)
<p><strong>Joe Hudson</strong> is one of the most sought-after executive coaches in Silicon Valley. He is the founder of Art of Accomplishment, a transformational coaching program that has helped tens of thousands of people, including many tech executives and founders from compan ... Show More
1h 18m
May 2025
Moving beyond velocity: Measuring real business impact
<p>In this episode of Leaders of Code, Dan Lines, cofounder and COO of LinearB; Ben Matthews, Senior Director of Engineering at Stack Overflow; and host Ben Popper talk about why velocity should be a diagnostic tool, not the primary goal of engineering teams. They also touch on t ... Show More
30m 32s
Apr 2024
The End of Middle Management (For Real)
Middle management. Senior leaders say it’s a sticking point; individual contributors say it’s not meeting needs; middle managers themselves say the role is a source of burnout. Julia Dhar, founder and leader of BCG’s Behavioral Science Lab, imagines a future in which AI takes ove ... Show More
32m 58s
Jun 2025
1110: When Leadership Mattered | Amanda Whalen, CFO, Klaviyo
Amanda Whalen’s first unit CFO role began with a question. “You’re not a finance technical person,” her company’s president told her, “but you’re the strongest leader on my team. Will you be willing to be the CFO and help me transform the finance function?” She accepted.Over the ... Show More
52m 56s
Jul 2025
Vision-first leadership & reimagining product w/ “Shift Out,” Do-It-as-a-Service & Jobs-to-Be-Done w/ John Amaral #226
<p>John Amaral (CTO and co-founder @ <a href="http://root.io/">Root.io</a>) joins us to discuss the evolving role of engineering leaders and why vision-first leadership & building your “vision” muscle is more critical than ever. We dive into why “shift left” is dead and why SaaS ... Show More
44m 54s