DiscoverOff the VPNIf you want to escalate, we can escalate
If you want to escalate, we can escalate

If you want to escalate, we can escalate

Update: 2025-03-26
Share

Description

Jasmine bought a sauna and “Deb” lost her job. One of those stories is relaxing—the other, not so much. This week, Allison brings a tale straight from the tech trenches: a PM asks for a little backup on a big customer call, and somehow ends up ousted from the team. From calendar drama to missed deadlines and a total breakdown in trust, this one’s got everything except a single honest conversation.


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:

  • The Vibes Are Immaculate… Until They’re Not: When leadership excitement turns into a pressure cooker.
  • Fake Demos & Fast Deadlines: How a half-baked prototype turns into an urgent, must-ship-now nightmare.
  • Burnout & Moving On: What happens when work keeps piling up and the recognition is absent?

Jump into the conversation:
(00:00 ) Intro
(03:08 ) A classic PM vs EM power struggle
(04:26 ) Deb asks for help on a customer call
(07:24 ) Missed deadlines and broken expectations
(10:56 ) Performance issues derail the launch
(12:29 ) EM questions Deb’s 1:1s with data
(14:49 ) Control, ego, and influence at play
(18:02 ) Deb gets cut out without warning
(22:59 ) Bad PM-EM dynamics hurt everyone
(25:28 ) Crashing out together, one story point at a time

Comments 
loading
00:00
00:00
1.0x

0.5x

0.8x

1.0x

1.25x

1.5x

2.0x

3.0x

Sleep Timer

Off

End of Episode

5 Minutes

10 Minutes

15 Minutes

30 Minutes

45 Minutes

60 Minutes

120 Minutes

If you want to escalate, we can escalate

If you want to escalate, we can escalate

Jellyfish