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The Ron Table Ep 14: Unlimited PTO or Unlimited self loathing?
Unlimited Vacation: Perk or PR?
This week on The Ron Table, Laine Belcastro, Nicole Gray and I pull apart the shiny wrapper on “unlimited vacation.” We compare corporate policies (a.k.a. take time off at your own risk) with entrepreneurial “freedom” (answering client emails from a roller coaster). We talk culture vs. policy, permission vs. discipline, and why so many teams still guilt people for stepping away.
Along the way: the real reason unlimited PTO became a thing (follow the money), how good managers actually signal “go take Friday,” and why for business owners the work doesn’t disappear—it waits.
Hit play, then tell us: which is harder—asking your boss for time off, or asking yourself to stop working?
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By Ron MillerUnlimited Vacation: Perk or PR?
This week on The Ron Table, Laine Belcastro, Nicole Gray and I pull apart the shiny wrapper on “unlimited vacation.” We compare corporate policies (a.k.a. take time off at your own risk) with entrepreneurial “freedom” (answering client emails from a roller coaster). We talk culture vs. policy, permission vs. discipline, and why so many teams still guilt people for stepping away.
Along the way: the real reason unlimited PTO became a thing (follow the money), how good managers actually signal “go take Friday,” and why for business owners the work doesn’t disappear—it waits.
Hit play, then tell us: which is harder—asking your boss for time off, or asking yourself to stop working?