Espionage was not in the job description

23 Apr 2025 · 37 min
37:18

In this Off the VPN episode, hosts Jasmine and Allison walk listeners through a dramatized yet realistic tech‑industry story about Lily, a newly hired staff engineer. After a layoff, Lily lands a staff role at a company where she clicks with most of the team but feels an uneasy vibe from her engineering manager, Bart. Early on she’s tasked with rescuing a failing project led by Tim, a principal‑salary engineer who is under‑performing. Bart obsessively monitors Lily’s calendar, micromanages her meetings, and restricts her interactions, creating a toxic environment. Over weeks, more engineers are let go, and Lily feels the pressure of layoff trauma. The director of engineering eventually reveals that a second staff engineer was hired not to help the project but to act as a spy on Lily and the team, exposing leadership failures. Bart is fired, the director apologizes, and Lily decides to stay, gaining a second chance. Throughout the conversation, Jasmine and Allison discuss broader themes: the importance of giving and receiving feedback, using skip‑level meetings, the prevalence of micromanagement and calendar surveillance, the impact of corporate politics, and how leadership accountability (or lack thereof) can cascade into team churn. The episode ends with practical advice for engineers to speak up, set boundaries, and recognize when to escalate issues.

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