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Self Employment Over 50

Self Employment Over 50

+1

May The Odds Be Ever In Your Favor (They ARE!)

Jan 11, 2026

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7 min read

May The Odds Be Ever In Your Favor (They ARE!)

Age isn't just a number - it's kinda like your "likely to succeed" percentage.

Tim Kilroy
Tim Kilroy

Self Employment Over 50

+1

Top 5 Things To Know as a 50+ Entrepreneur

Dec 14, 2025

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8 min read

Top 5 Things To Know as a 50+ Entrepreneur

You've got to know this list backwards and forwards if being a 50+ entrepreneur is part of your 2026 plan.

Tim Kilroy
Tim Kilroy

AI

+2

Ghost In The Machine

Nov 3, 2025

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7 min read

Ghost In The Machine

I bet Sting hates AI - we aren't so sure you should tho...

Tim Kilroy
Tim Kilroy

Self Employment Over 50

+2

Jimmy Kimmel, Stephen Colbert, and you

Sep 20, 2025

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10 min read

Jimmy Kimmel, Stephen Colbert, and you

You might not be a late-night TV host, but there is something you can learn.

Tim Kilroy
Tim Kilroy

Self Employment Over 50

+1

There's Gold Up In Them Thar Hills

Aug 6, 2025

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11 min read

There's Gold Up In Them Thar Hills

All you have to do is define what that means to you

Tim Kilroy
Tim Kilroy

chapter neXt

Entrepreneurship for 50+. All you GenX, Boomers & Xennials who want to take charge, change things up, make a new start, this is your spot for inspiration, advice and guidance on building a business on the senior side of 50.

© 2026 chapter neXt.

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