341: Pivoting from Prestigious Consulting Jobs to the Pathless Path with Paul Millerd

8 Dec 2025 · 41 min
Episode

8 Dec 2025 · 41 min

0:00

Podcast episode (Pivot #341) hosted by Jenny Blake featuring Paul Millerd (writer, coach, host of the Pathless Path). Recorded Sep 24, 2023. The conversation traces Paul’s shift from prestigious consulting (he worked at McKinsey and later in executive search) and an MIT graduate background into freelancing and independent writing. Core themes: the "pathless path" as an alternative to the industrial/full-time-job default; the "industrially necessary egg" and feeling like a "bad egg" when leaving conventional employment; the achievement narrative and comparison trap; designing work around liking (slow experiments you can quit quickly); money, values, and trade-offs of independent work. The episode includes multiple sponsor ad reads (Toyota, Sephora, Walmart, Sprite, Venmo, Mint Mobile).

Questions this episode answers

September 24, 2023

Episode 341: Pivoting from Prestigious Consulting Jobs to the Pathless Path with Paul Millerd

McKinsey

MIT (business school and engineering, as mentioned)

The Pathless (referred to as 'the Pathless Imagining A New Story for Work and Life' in the episode)

Chapters

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