Affiliate Marketing After 40

Affiliate Marketing After 40

Welcome to Affiliate Marketing After 40 - the podcast for midlife misfits, late bloomers, and everyday rebels who are ready to rewrite the rules, reclaim their freedom, and build an honest online income without the hype. If you’ve followed society’s "rules" - study hard, work harder, raise a family - only to find yourself in midlife wondering “Is this really it?”, you’re in the right place. After being medically retired from a career in a maximum-security prison (yep, really), I turned to affiliate marketing as a path to freedom. I’m not here to pretend I’ve ‘made it’ - I'm here to share.

Episodes

August 9, 2025 6 mins

Seven days ago, my content was barely moving the needle.
Today? Thousands of views across YouTube, TikTok, Instagram, and Facebook - all in just one week.

I didn’t spend a cent on ads.
I didn’t suddenly become a pro video creator.
But I did change one thing… and it’s already paying off in ways that matter more than money.

In this video, I share the exact numbers from my first 7 days of posting short-form content daily - the ...

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I created content every single day for 30 days.

Not for the views.

Not for the algorithm.

But to find out what would happen if I actually showed up consistently - even when I didn’t feel ready, confident, or perfect.

In this video, I’m sharing the real results of this 30-day content challenge.

Not just how many views or subscribers I gained - but how it changed me.

→ My habits.

→ My mindset.

→ My belief in what’s possible after 40.

This on...

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The emotional toll of building a business online isn’t talked about enough - and it’s one of the biggest reasons people give up too soon.

In today’s video - Day 29 of my 30-day content challenge - I’m opening up about the real stuff: the self-doubt, the loneliness, the grief, the obsession... and how all of it is part of the journey.

If you’ve ever felt like you’re the only one struggling, this is your reminder:

You’re not broken.

You’...

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Feeling like you’re falling behind?

Like success is skipping over you while others race ahead?

In this episode of my 30-day content challenge, I dive deep into the power of slow progress and why it might just be your greatest advantage in affiliate marketing - or any meaningful work.

Most people give up when things move slowly.

But what if going slow is what helps you build depth, clarity, and resilience?

I’ll share how I’ve reframed...

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The Invisible Work That Builds Everything (Why Most People Quit Right Before the Breakthrough)

Today, we’re diving into the phase no one talks about - but EVERY creator and marketer must go through: the invisible work.

👉 This is the part where you're doing all the “right” things…

Publishing content.

Building your skills.

Showing up consistently……

and getting zero traction.

But guess what?

That’s the phase where everything begins to ...

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Feeling stuck trying to figure out who you help and how? You're not alone.


In today’s episode of Affiliate Marketing After 40, I share the honest truth about the one question that held me back for YEARS: "What problem do I actually solve?"


Whether you're new to affiliate marketing or trying to create content that resonates, this video walks you through how to build a simple, powerful positioning statement th...

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Most of us are running - not on treadmills, but from our own thoughts and emotions. In this video, I talk openly about the ways we numb ourselves (through work, food, booze, scrolling, or even constant “productivity”) - and what happens when we finally stop.

This one’s personal. And a bit uncomfortable.

But it might just help you take the first step toward feeling again - and living again.


🎯 In this episode:

The hidden ways we sel...

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Passive income. Sounds dreamy, right?

Sip margaritas while the money rolls in? Not so fast.


In this episode, I unpack the real truth about passive income - and why so many of us are being sold a fantasy. Whether it’s real estate, stocks, or selling digital products, the moment you have to do something to keep the money flowing… it’s no longer passive.


I’m Sean Street, your Digital Sherpa for affiliate marketing after 40. In th...

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What if the legacy you leave behind has nothing to do with money, titles, or career highlights?


In today’s episode, I challenge the traditional definition of legacy - and share what I’ve come to believe it’s really about. It’s not what you leave for people… it’s what you leave in them.


💡 We’ll explore how your daily choices, habits, and mindset are already shaping your legacy - whether you realize it or not.


I’ll share on...

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Day 22 of 30 - Affiliate Marketing After 40


Today’s episode is a bit different. We’re not talking about money, tools, or strategies. We’re talking about something far deeper - the quiet cost of doing nothing.


Drawing on the powerful work of Bronnie Ware (author of "The Top 5 Regrets of the Dying"), I explore how waiting for “the right time” slowly drains our happiness, passion, and potential.

I also share a few perso...

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If you're exploring affiliate marketing and feeling overwhelmed by all the options… you're not alone.

In this video, I break down the affiliate programs I personally trust, the platforms I’ve walked away from, and the real filters I use when choosing what to promote - especially as someone rebuilding in midlife.

🎯 We’ll cover:

My thoughts on JVZoo, ClickBank, Warrior Forum, and others.

Why I now focus on just 3 core programs.

W...

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🎥 Day 20 of my 30-day content challenge, and something surprising is happening...

I’m actually starting to enjoy this.

Not because it’s easy.

Not because I’ve gone viral.

But because I’ve finally let go of perfection - and I’m just showing up.

In today’s video, I share 5 big lessons I’ve learned after 20 days of daily content creation - including:

✅ Why trying to be someone else will never work

✅ How to get better at video (even when you...

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Are you really free - or just following a schedule someone else built for you?

In today’s episode (Day 19 of my 30-Day Content Challenge), I’m diving deep into what I learned working in a maximum-security prison for 15 years… and how much of our everyday lives mirror that structured routine without us even noticing.

I’ll walk you through:

What a “structured day” looks like inside a prison.

Why routines outside prison can feel just as c...

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Feeling stuck, burnt out, or like something's missing from your life - but you can’t explain why?


In this episode, I open up about that exact feeling, share a story about chasing a dream that didn’t fit, and why sticking with one path long enough might be the real key to fulfillment.


If you’re over 40 and wondering “Is this all there is?” - this one’s for you.


➡️ Click here to go to The 7 Deadly Pitfalls That Keep Affiliate Marketer...

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In this video, I’m taking a breather from the usual topics to give you a real, behind-the-scenes update on how things are going. This is Day 17 of my 30-Day Content Challenge - and I’ve been showing up daily with videos, blog posts, and podcast episodes.


Here’s what I cover:


My YouTube growth so far (from 0 to 95 views in under 3 weeks)


Subscriber and watch time increases


Traffic insights from my blog


Early SEO wins (even as a beginner)


...

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Welcome to Day 16 of my 30-Day Content Challenge - and this one’s a little more personal.


I’m Sean. I’m an Affiliate Marketer, a Midlife Misfit, and a guy in his 50s figuring things out in public. Today, I’m hitting pause on the how-to content and just… talking to you. No filters. No hype.


In this video, I’m sharing 10 things you probably didn’t know about me - from growing up on a tiny island with a lighthouse, to working in a maxim...

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I lived on a remote lighthouse island for two years as a kid - and the lessons I learned there are helping me build a business in midlife. This video dives into the unexpected connection between self-trust, presence, and entrepreneurship.


➡️ ⁠Click here to go to The 7 Deadly Pitfalls That Keep Affiliate Marketers Spinning Their Wheels (Even When You Know What to Do) expiring mini audio course (EMAC).⁠

⁠➡️ ⁠Grab your ticket to The Be...

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I’ve been hiding. Out of fear. Out of self-doubt. Out of that gnawing question: ‘What will people think?’


But not anymore.


This is Day 14 of my 30-day content challenge, and today I’m having a real, honest conversation about what it means to finally step out of the shadows and own this new chapter of my life.


In this video, I’m talking about:


Why I’ve kept my online business quiet from friends and family.


The fears I’ve had about judgme...

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For too long, I kept this part of my life hidden.

I was afraid of being judged - for trying something new, for putting myself out there, for daring to believe I could build something meaningful online.


But not anymore.


In Day 13 of my 30-Day Content Challenge, I’m finally saying it out loud:


I’m doing this. For real.


And if you’ve been hiding too - this might be the message you needed.


➡️ ⁠⁠Click here to go to The 7 Deadly Pitfalls That ...

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Ever feel like the critics are louder than your confidence?

Today’s post is a raw look at how to develop thick skin without losing your soul.

You don’t need to be perfect. Just brave.


➡️ ⁠⁠Click here to go to The 7 Deadly Pitfalls That Keep Affiliate Marketers Spinning Their Wheels (Even When You Know What to Do) expiring mini audio course (EMAC).⁠⁠

⁠⁠➡️ ⁠⁠⁠⁠Grab your ticket to The Beginner's Advantage Masterclass⁠⁠⁠

⁠➡️ ⁠⁠⁠⁠Join the On...

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