Skip to main content
Unhinged but accurate

The Daily Whatever Show, Nov 20: Career Coaching with Lindsay Lyman

Career coach and recovering tech survivor Lindsay Lyman joins us to talk burnout, bad bosses, and how to reconnect with the self corporate life squeezes out of you.

Read on SubstackRead on Medium

Today’s show felt like a group exhale. Lawrence and I opened with our usual chaos — Queen analysis, the joys of being Substack shut-ins, and a detour praising Walter Rhein’s daughter’s adorable fan art — before welcoming career coach Lindsay Lyman, who fits into the Whateververse with suspicious ease.

Lindsay introduced herself the way only someone who has lived through the corporate grinder can: with humor, receipts, and a deep understanding of how a job can quietly deplete your humanity. She spent 20 years in tech, lived through restructurings, misogynistic leaders, “mysterious” eliminations of senior women, and the classic HR illusion: “We’re here to support you (but actually we work for the company).”

Her turning point came when she hired a coach during a brutal stretch — and realized the support she needed didn’t exist inside the system that was harming her. That’s what pushed her into coaching: helping people who are “trying to be okay while things are not okay.”

We talked openly about the toxicity in corporate culture:
– the gaslighting
– the performative wellness
– the managers angry you’re not online at 2 a.m.
– the post-COVID disconnection
– the instability created by shifting tech priorities and layoffs

And most of all, we’ve forgotten the basics of being human: sleep, nutrition, movement, sunlight, connection.

We wrapped with Lindsay outlining her coaching work and making everyone feel a little more human, a little less trapped, and a lot more seen.

Thank you Polly Walker Blakemore, John Pearce😀🦋🌈 🦅🌻, Yanni Hamburger, Robin Wilding, Diane Johnston, and many others for tuning in. We love you, mean it!

View the original

More from the Press

Trump Looked at Jon Husted's A$$, and Now We All Have ToMichigan Prison Guards Allegedly Filmed a Woman Giving Birth. Then They Strip-Searched Her.Susan Collins’s Allies Can’t Find Maine with a F@#king Map

From the shop

Whatever. | Deep Teal — 20 oz Mug$23.00 · Buy on alpacalunch

Watch

The Herd Immunity Line Is 95% #Substack #ShortsOctober 12, 2026 · TDWS on YouTube

Every Story, One Front Page, in Your Inbox Every Morning.