Logo
Search
Login
Sign Up

Entrepreneurship

Self Employment Over 50

+1

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

Jan 11, 2026

•

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

•

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

Entrepreneurship

Do You Remember Bank Account Books?

Nov 30, 2025

•

9 min read

Do You Remember Bank Account Books?

I remember my savings bank book - funny pages with typewriter imprints fighting through the page...

Tim Kilroy
Tim Kilroy

Entrepreneurship

Don't Sivilize Me, Bro

Nov 23, 2025

•

5 min read

Don't Sivilize Me, Bro

You might have zero f*cks to give, but...

Tim Kilroy
Tim Kilroy

Entrepreneurship

+2

Lawyers, Guns & Money

Nov 16, 2025

•

7 min read

Lawyers, Guns & Money

Hopefully the sh*t hasn't hit the fan...

Tim Kilroy
Tim Kilroy

AI

+2

Ghost In The Machine

Nov 3, 2025

•

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

•

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

investments

+3

Entrepreneurship at 50 - It's Like Water

Aug 30, 2025

•

9 min read

Entrepreneurship at 50 - It's Like Water

You are the vessel - it needs to take your shape

Tim Kilroy
Tim Kilroy

Self Employment Over 50

+1

There's Gold Up In Them Thar Hills

Aug 6, 2025

•

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

Entrepreneurship

Welcome to chapter neXt

Jul 22, 2025

•

8 min read

Welcome to chapter neXt

Entrepreneurship for those on the right side of 50

Julia Kelahan
Tim Kilroy
Julia Kelahan, +1

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.

Report abuse

Privacy policy

Terms of use

Powered by beehiiv