193: Sabbatical Planning with DJ DiDonna

8 Dec 2025 · 44 min
Episode

8 Dec 2025 · 44 min

0:00

This podcast episode (host Jenny Blake; guest DJ DiDonna) explores sabbaticals — what they are, why they matter, and how to plan them. DiDonna defines sabbaticals as multi-week/month intentional periods (ideally months, not days) often used for exploration, healing and identity work (a "liminal" state). Key themes: detoxing from work and functional workaholism (how people burn out regardless of job type), common sabbatical archetypes (Explorer, Seeker, Achiever), and recommended timing (research and interviews indicate at least ~6–8 weeks to access deeper benefits; 4–6 months is ideal; a month can act as a shorter detox). Practical advice for business owners: plan sabbaticals in advance, design organizations to run without the founder, and treat shorter leaves as a gateway to longer ones. Episode includes personal anecdotes from both hosts about sabbatical experiences and references the Sabbatical Project and forthcoming book (Time Off / A Sabbatical Manifesto).

Questions this episode answers

May 30, 2023

Senior lecturer in the Entrepreneurial Management unit at Harvard Business School

2019

Time Off (a Sabbatical manifesto)

About 6–8 weeks (most folks need at least two months)

Chapters

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