S6 Ep 98 - The New Rules of Retirement

In the season finale, I tear up the traditional retirement rulebook and replace it with a bold, human, and rebellious manifesto for the second half of life. The old rules — work 40 years, aim for "enough," play it safe, slow down — were never designed for modern retirees who want meaning, energy, experiences, connection, and agency.

This episode lays out The New Rules of Retirement — ten powerful principles for anyone who refuses to drift through retirement and instead wants to design it boldly, live it fully, and leave a legacy that's felt as much as it's funded. This is your encore… so make it loud.

What You'll Learn

• Why the old retirement rules are outdated, limiting, and designed for a different era

• Ten modern, human-first principles for living boldly after work

• Why retirement isn't the end — it's the starting line

• How to prioritise time, meaning, purpose, and memory dividends over fear and preservation

• Why confidence comes before clarity, and flexibility beats perfection

• The truth about retirement as an emotional journey, not just a financial event

• How to shape a legacy through impact, stories, and how you live — not just what you leave

Challenge of the Week

👉 Write your own new retirement rule.
Just one. Something that becomes a north star for how you want to live the next chapter.

Examples:

• "I spend without guilt when it brings me joy."

• "My time is my greatest asset."

• "I will not shrink my life to fit someone else's expectations."

• "I choose connection over busyness."

• "The second half of my life will be better than the first."

Write it. Repeat it. Live it.

Resources & Mentions

• The New Rules of Retirement — Dan's Season 6 manifesto

• Episode references:

  • Episode 4: Time Isn't What You Think It Is

  • Episode 9: The Retirement Reinvention Curve

  • Episode 10: Modern Software, Ancient Hardware

  • Episode 11: The Retirement Focus Ratio

• My sketches, book, and newsletter

Final Note

This episode wraps Season 6, a season dedicated to human-first retirement, emotional truth, and challenging the defaults. If these conversations have sparked anything in you, share them with someone who needs a more rebellious, honest, and liberating view of retirement.