The 50+ Nomad Backpack: Your Toolkit for Funding Freedom & Living Your Best Years Yet! 🏝️

Everything you need to build a life you never need a holiday from, all in one place.

Every month, I add a new resource to The Backpack to help you take your next step, whether that’s building portable income, planning your travels, or just getting out of your own way and making it happen.

The Backpack gathers them all in one place: a growing library of guides, books, courses, templates, and tools designed to help you fund your freedom and make your best years ever the ones you’re living right now.

Inside, you’ll find step-by-step guides for building online income, practical courses on everything from side hustles to product launches, travel resources for making the nomad life work after 50, and templates to help you stop overthinking and start doing.

This is where the real work happens, the stuff that turns “I’d love to do that” into “I’m actually doing it.” No regrets, no waiting, no “maybe next year.”

For $10/month (less than a mediocre airport sandwich) or $100 for the year, you unlock the full Backpack, currently valued at over $500 and growing every month. That’s every guide, every course, every tool, for less than a single one would cost on its own.

For less than a questionable airport sandwich, you can access The Backpack ($500+ value). Everything you need to start building portable income and making these your best years yet.

A Peek Inside the Backpack

This is where all my courses, guides, and resources come together in one place. You can see many of them individually on my Gumroad library, but paid members get the lot, plus a few things that aren’t available anywhere else.

Here’s what’s inside:

Funding Freedom: Building Portable Income

• How to Become a Digital Nomad in Your 50s and Beyond - (Video Course)

• Start the Right Side Hustle After 50 - (Video Course)

• Start the Right Side Hustle After 50 - (The Self Guided Workbook Edition)

• 30 Day Product Launch Playbook - (Video & Written Daily Actions)

• The Simple List Builder - (Video Course)

• Substack for Beginners - (Video Course)

• Email List Building for Grown Ups - (Video Course)

• 51 Actionable Tips to Start an Online Business - Guide/Workbook

• The 50+ Solopreneur Starter Kit - Guide/Checklist/Resources

• 200+ Side Hustle Ideas for 50+ Nomads - Guide/Ebook

• The Weekend Product - Guide/Ebook (NEW - Added August 2026)

Life on the Road: Practical Travel Tools

• How to House Sit Your Way Around the World - (Video & Written Guide)

• The Smart Traveller Bundle incl - How We Live in Five Star Resorts for Less Than $500 a Week (Ebook) / Flying Smarter: How to Pay Less Without the Stress (Ebook) / The Smart Travellers Guide to Owning Your Freedom (Ebook)

• How to Become a Digital Nomad in Your 50s & Beyond - Guide/Workbook

• The Nomad Goal Planner - Digital Journal

• The 50+ Bucket List Journal - Digital Journal

Aging Disgracefully

• Screw Retirement - Ebook

The Backpack is a living library. New resources are added regularly, and as a paid subscriber, you get every single one at no extra cost.

Already buying guides individually? A paid subscription gives you the lot, plus the monthly call, the paywalled articles, and everything else that comes with being in the room.

Why Buy Your Boarding Pass?

Here’s what paid subscribers get each week:

Regular posts (Free + Paid): Articles about Funding Freedom, Life on the Road, and Aging Disgracefully. Travel stories, honest reflections, practical ideas, and the occasional moment of “what am I doing with my life?” 😳😂.

Twice a month (Paid only): A members only Funding Freedom article. The detailed, no-nonsense stuff about building portable income, what’s working, what isn’t, and what I recommend in todays world for 50+ freedompreneurs.

1st of every month (Paid only): A brand new resource added to The Backpack, a guide, template, course, or tool to help you take your next step.

Throughout the month (Free + Paid): Substack Notes, behind-the-scenes updates, ideas I’m testing, things I’ve found, and whatever else I think might be useful or entertaining.

For less than a questionable airport sandwich, you can access the The Backpack ($500+ value). Everything you need to start building portable income and making these your best years yet.

Right, that’s enough of me yakking at the departure gate. Let’s open The Backpack: