DiscoverOff the VPNEspionage was not in the job description
Espionage was not in the job description

Espionage was not in the job description

Update: 2025-04-23
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Description

Lily’s onboarding plan? Hit the ground running. Bart’s plan? Monitor her calendar like it’s a live-action thriller. From week one, it’s all tension, mixed signals, and a staff engineer just trying to do her job.


This episode follows the slow-motion implosion of a tech team where one EM’s insecurities create a ripple effect of firings, confusion, and eventually, some pretty unconventional tactics from leadership. There’s a spy, some corporate melodrama, and a reminder that being good at your job can really tick off the wrong people.


Got a question you’d like answered on the show? Drop us a line at jellyfish.co/offthevpn. And don’t worry! We promise to keep it Off the VPN.

Highlights:

  • Spy Games: When leadership plants someone on your team just to confirm your EM is the problem
  • Calendar Chaos: Lily tries to onboard, Bart tries to control every meeting she has
  • Skip-Level SOS: Why going around your manager might’ve saved this entire mess earlier

Jump into the conversation:
(00:00 ) Intro
(00:13 ) Bruises, burnout, and beach dreams
(01:46 ) Lil Instinct lands the job, kinda
(03:11 ) Bart shows up weird from day one
(04:53 ) Trusting your gut when it’s sus
(07:11 ) New gig, same mess, calendar police
(09:30 ) Bart micromanages like it’s his hobby
(13:52 ) Being helpful somehow makes it worse
(18:52 ) Should’ve gone skip-level yesterday
(26:36 ) Surprise! The new guy was a spy
(29:45 ) Bart’s gone and finally, peace returns
(34:38 ) Tech trauma is real, but so is recovery

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Espionage was not in the job description

Espionage was not in the job description

Jellyfish