SHS058: How To Make Money With A Podcast in 2026 With The CEO Of PodUp Nathan Gwilliam!

The Side Hustler's Society
SHS058: How To Make Money With A Podcast in 2026 With The CEO Of PodUp Nathan Gwilliam!
1:03:40
 

Intro

What if your content…

👉 Wasn’t just something you posted…
👉 But the foundation of a real business?

In this episode, Elijah Bilel sits down with Nathan Gwilliam to break down how creators can go beyond just making content…

👉 And actually build businesses around it.

This conversation is especially valuable for anyone serious about turning their content into income.


Intro to Nathan Gwilliam

Nathan Gwilliam is a serial entrepreneur who has:

  • Built and sold three companies
  • Created and scaled multiple digital ventures
  • Helped generate millions in revenue for businesses
  • Built platforms reaching hundreds of millions of users

His latest venture, PodUp, is focused on helping creators:

👉 Build, grow, and monetize their podcasts using AI-powered tools

👉 Check out Nathan’s platform PodUp Here


Episode Overview

In this episode, we break down:

  • Why most creators never make real money
  • The biggest mistake people make with monetization
  • How to turn content into a business
  • Why ads are NOT the best revenue stream
  • How to structure your content for long-term income
  • The mindset of a true “creator” vs just a content producer

Listen to the Episode

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If you’ve been watching content and thinking about becoming a creator yourself…

👉 The real question is: how do you actually turn this into something that makes money?

When Elijah first started, he had just one channel.

Since then, he’s built:

  • Multiple YouTube channels
  • Channels inside the YouTube Partner Program
  • A podcast that expands his network
  • A brand like The Veggie Outers
  • And income streams that led into things like real estate and Airbnb

A big part of that growth came from being inside Awesome Creator Academy.

It’s not just about posting videos…

👉 It’s about learning how to turn content into a real business.

Inside, you’ll find:

  • Hundreds of hours of training on the creator economy
  • Live office hours where you can get your questions answered
  • Guidance on building, monetizing, and scaling your content

If you’re serious about turning content into something bigger than just views, you can check out Awesome Creator Academy Here


The Problem: Most Creators Never Build a Business


One of the biggest themes in this episode:

👉 Creating content is NOT the same as building a business


What Most People Do

  • Post content
  • Hope for views
  • Rely on ad revenue

The Issue

👉 That’s not a reliable income strategy


Nathan’s Perspective

Creators who succeed:

👉 Think beyond content

👉 They build systems around it


Key Takeaway

👉 Content is the entry point… not the business


Why Ads Are One of the Worst Ways to Monetize


This part hits hard—especially if you’ve experienced it yourself.


What Most People Think

👉 “I’ll make money from ads”


Reality

👉 Ads are one of the weakest monetization methods


Why

  • You don’t control them
  • Revenue can fluctuate
  • Platforms can limit earnings

Real Example

Elijah shares how ad revenue can drop dramatically due to platform issues—sometimes by 60–70% or more


Nathan’s Solution

👉 Replace ads with your own offers


Key Insight

👉 You should be your own biggest advertiser


The Creator vs Business Owner Mindset


Nathan introduces a powerful idea:


“Incurable Creator”


What That Means

  • You’re always building
  • Always creating
  • Always evolving

But There’s Another Layer

👉 Creating content
👉 AND creating businesses


Key Takeaway

👉 The real opportunity is stacking both


How to Actually Make Money From Content


Nathan breaks this down clearly:


There Are MANY Ways to Monetize

He mentions:

👉 At least 24 different ways to monetize a podcast alone


But Most People Only Think About One

👉 Ads


Better Options Include

  • Selling your own products
  • Offering services
  • Building offers around your audience

Key Insight

👉 Monetization is a skill—not an accident


Why Structure and Systems Matter


Nathan’s daily workflow shows something important:


He Doesn’t Do Everything Himself

  • Works with teams
  • Delegates execution
  • Focuses on strategy

His Day Is Structured

  • Meetings
  • Team coordination
  • Content and product development

Key Takeaway

👉 Systems create scale


The “Big Rocks” Principle (Time Management That Works)


One of the most valuable lessons from the episode:


The Concept

You have:

  • Big rocks (important tasks)
  • Small rocks (less important tasks)
  • Sand (busy work)

Most People Do This

👉 Start with the small tasks


The Problem

👉 There’s no room left for what matters


The Solution

👉 Schedule your most important work FIRST


Key Insight

👉 If it’s not scheduled, it doesn’t get done


Why Jobs Should Be About Learning, Not Just Money


Nathan shares a different way to think about jobs:


Most People Work For

👉 Paychecks


Better Approach

👉 Work for skills


What He Did

  • Chose roles based on learning opportunities
  • Worked with people smarter than him
  • Used jobs as education

Key Takeaway

👉 Skills compound more than income early on


The Bigger Lesson From This Episode


This episode makes one thing clear:


Content Alone Is Not Enough


To Win, You Need

  • Monetization strategy
  • Systems
  • Offers
  • Business thinking

Because at the end of the day

👉 Views don’t equal income

👉 Strategy does


Final Thoughts


If you take anything from this episode, let it be this:


👉 Don’t just be a content creator

👉 Be a business builder


Because the people who win long-term…

👉 Are the ones who turn attention into income