Manager from Pittsburgh
Firing my best friend
I run a 12-person team. My best friend since college is my worst performer.
From Spurs–Thunder Now a Best-of-3, Knicks Rolling But… Plus Draft Intel & All-NBA Snubs w/ Sam Vecenie — May 25, 2026
Topic
Work
Emails from listeners on work. 8 emails in the archive.
Software Engineer
Remote-only offer with 20% pay bump
Current job hybrid; new offer fully remote, 20% more, but a startup I'm unsure about.
From Knicks Up 2–0 & OKC Bounces Back w/ Jon Krawczynski, Plus a Potential 24-Team CFB Playoff w/ Danny Kanell — May 22, 2026
Recent Grad
Law school vs. startup gig
Just got into a T14. Also got a $130k offer at a Series B. Which path?
From Knicks Up 2–0 & OKC Bounces Back w/ Jon Krawczynski, Plus a Potential 24-Team CFB Playoff w/ Danny Kanell — May 22, 2026
Thirty-Two
Moving back home at 32
Bay Area rent broke me. Parents have room. Career suicide or smart play?
From Chiefs, Bucs, and Drake Maye Are Big Winners. Plus, Danny Kanell on Penn State’s Overreaction, Indiana’s Biggest Win, and the SEC’s Problem. — Oct 13, 2025
Late-Career Pivoter
Career pivot at 45
45, 20 years in finance, want to teach high-school math. Stupid?
From Prime-Time Giants! NBA GM Survey Thoughts. Plus: Jeff Darlington on Baker’s Career Turnaround, Shanahan Love, and Belichick’s future. — Oct 10, 2025
New Manager
Inherited a team I'd fire half of
Promoted internally. Half my new team probably needs to go. Pacing?
From Prime-Time Giants! NBA GM Survey Thoughts. Plus: Jeff Darlington on Baker’s Career Turnaround, Shanahan Love, and Belichick’s future. — Oct 10, 2025
Long-Distance Lisa
Two-year long-distance, decision point
Both have stable jobs in our cities. He won't move; I'm considering it.
From The Giannis-Knicks Flirtation. Plus, Jeff Passan on Judge Saving the Yankees, More MLB Playoffs, and Life Advice! — Oct 8, 2025
Underpaid Engineer
Asking for a 25% raise
Outside offer at +30%. Boss has told me to "be patient" twice. How do I play this?
From The Giannis-Knicks Flirtation. Plus, Jeff Passan on Judge Saving the Yankees, More MLB Playoffs, and Life Advice! — Oct 8, 2025