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Oliver Buchannon
Tim Kilroy

Digital marketing since 1997. Agency leader since 2001. Agency exits in 2009 & 2017. Agency coach since 2018.

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

planning

Welcome To 2026 - Just Another Year?

Jan 4, 2026

•

8 min read

Welcome To 2026 - Just Another Year?

It seems like it was just 1986 a few minutes ago

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

social media

+1

People Make Money Doing This?

Dec 7, 2025

•

9 min read

People Make Money Doing This?

Hell yeah...it is CRAZY

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

happy

Come On Get Happy

Nov 9, 2025

•

7 min read

Come On Get Happy

I always though Reuben Kincaid was a little weird...

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

investments

+3

Massive Passive Income?  ̄\_(ツ)_/ ̄

Oct 19, 2025

•

8 min read

Massive Passive Income? ̄\_(ツ)_/ ̄

Here's a look at 10 ways to make money (with money).

Tim Kilroy
Tim Kilroy
Didya Miss Us?

Oct 11, 2025

•

3 min read

Didya Miss Us?

Post 50 life isn't for the weak...

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

consulting

Here's Your 50+ Consulting Cheat Code

Sep 14, 2025

•

10 min read

Here's Your 50+ Consulting Cheat Code

Think of It as Your Up, Up, Down, Down, Left, Right, Left, Right, B, A, Start for Your chapterneXt

Tim Kilroy
Tim Kilroy

investments

+2

Can I AirBnB My Way to Retirement?

Sep 6, 2025

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13 min read

Can I AirBnB My Way to Retirement?

Who the hell knows? Read and find out if AirBnB might be for you.

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
Football at 58 & Aggressive Tutorials

Aug 24, 2025

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7 min read

Football at 58 & Aggressive Tutorials

Tim Kilroy
Tim Kilroy
Silver Hair & Silver Linings

Aug 15, 2025

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9 min read

Silver Hair & Silver Linings

Maybe Grecian formula isn't something that we really need...

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
Do You Remember How Old 50 Used To Be?

Jul 30, 2025

•

6 min read

Do You Remember How Old 50 Used To Be?

Things are different today...

Julia Kelahan
Tim Kilroy
Julia Kelahan, +1

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.

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