Libsyn Directory

Why Buying Digital Businesses Beats the Stock Market With Nathan Hamilton [The Opportunity Ep.180]

Release Date: 06/19/2025

Avoiding Account Shutdowns: Proactive Support Strategies for Amazon Sellers With John Cavendish [Ep.184]

Empire Flippers Podcast

The rules of selling on Amazon have changed, and sellers who don’t adapt are paying the price in time, revenue, and sometimes, their entire account. In this episode, we’re joined by John Cavendish, the founder of Seller Candy, an agency that deals with Seller Support on behalf of Amazon sellers.We dive into what’s really going wrong behind the scenes of Amazon businesses with someone who sees it all from the inside. From shifting product launch strategies to the overlooked support issues that sabotage sellers, we uncover the patterns that can quietly erode your success. We explore the...

A Guide to Funding Options for Early-Stage SaaS Founders With Denise Edwards [Ep.183]

Empire Flippers Podcast

Not every SaaS success story starts with a multi-million-dollar seed round. While flashy headlines highlight startups raising big in Silicon Valley, most founders are left asking a far more practical question: Should I bootstrap, or go after funding? In this episode, we’re joined by Denise Edwards, the founder of SaaS Launch, a platform that helps early-stage SaaS founders secure the right kind of capital and avoid the wrong kind of investor. We dive into the different types of funding available to SaaS founders and explain the real trade-offs between raising capital vs bootstrapping. Denise...

The SaaS Guide to Building with Purpose and Exiting with Pride with Rob Walling [Ep.182]

Empire Flippers Podcast

What if scaling your SaaS didn’t require burning out or selling your soul to venture capital? In this episode, Greg sits down with seasoned SaaS founder, author, and startup mentor Rob Walling for a candid conversation about what it really takes to build a sustainable, sellable SaaS business. Rob kicks things off by sharing how he stumbled into SaaS before it was cool, and how that journey led him to co-create TinySeed, an alternative funding model that puts founders first. He breaks down how TinySeed’s 12-month program works, who it’s for, and how it compares to traditional VC. But this...

Sales Tax Mistakes That Could Cost You When Selling Your Business With Jessica Rhoads [Ep.181]

Empire Flippers Podcast

As Benjamin Franklin famously said, “In this world, nothing is certain except death and taxes.” But for online business owners, taxes aren’t always so certain, especially when it comes to sales tax. In this episode, we’re joined by Jessica Rhoads. Jessica is an internationally experienced CPA and self-confessed “dumpster fire accountant” who specializes in helping business owners untangle messy tax situations. We cover the key types of taxes every entrepreneur should understand, and zoom in on the one that’s most commonly misunderstood, and most likely to derail a future exit:...

Why Buying Digital Businesses Beats the Stock Market With Nathan Hamilton [The Opportunity Ep.180]

Empire Flippers Podcast

The golden age of affiliate sites may be behind us, but can affiliate sites still make good money? And are websites in general still a good investment? In this episode, Greg speaks with Nathan Hamilton, a former equity analyst who shifted into buying and growing online businesses. Nathan recently acquired dividend.watch, a dividend investing platform that helps users discover stocks, track income, and manage their portfolios in one place. Nathan explains how Google’s algorithm updates and the rise of AI have reshaped the affiliate landscape. While many content sites have struggled, he shares...

Is AI Killing SEO Agencies, or Reinventing Them? With Jerry Chen [The Opportunity Ep.179]

Empire Flippers Podcast

AI is changing SEO as we know it. But what does this mean for SEO agencies?That is what Jerry Chen, Founder of ECF Marketing, joins us to discuss. Jerry brings his experience in SEO and marketing to unpack how AI is disrupting the traditional agency model. He predicts that as AI tools become more advanced, many marketing services, especially lower-ticket ones, will become cheaper and more commoditized as these tasks are increasingly fulfilled by AI agents. Agencies that fail to adapt may struggle, but those that evolve can thrive. It’s not all doom and gloom. As AI helps to reduce workloads...

Real vs. Fake: How to Protect Your Amazon Brand from Review Fraud With Shane Barker [The Opportunity Ep.178]

Empire Flippers Podcast

If you’ve ever had to deal with fake reviews sabotaging your Amazon business, you know how damaging and frustrating it can be. That’s why Shane Barker created TraceFuse, an AI-powered platform that helps Amazon sellers detect and remove negative reviews that violate Amazon’s policies, without you having to lift a finger. In this episode, Shane joins us to discuss how TraceFuse came to life, as well as a behind-the-scenes look at how Amazon’s rating and review system really works. We dive into how to spot fake reviews, the consequences of letting them slide, and which niches are...

Perfecting Performance Optimization: Scale Smarter, Sell Faster With Sabir Semerkant [The Opportunity Ep.177]

Empire Flippers Podcast

Most entrepreneurs are so busy chasing new opportunities that they overlook the goldmine sitting right inside their own business. That’s where eCommerce growth expert Sabir Semerkant comes in. With 25 years of experience and over $1 billion in incremental sales under his belt, Sabir knows exactly where businesses are leaving money on the table. He uses that experience to help other businesses grow through his growth mastermind curse, Growth By Sabir.In this episode, Sabir walks us through the often-overlooked opportunities that can be unlocked through performance optimization. He explains...

Why Personal Brands Aren't as Good as You Think [The Opportunity Ep.176]

Empire Flippers Podcast

Many people talk about personal branding like it’s the golden ticket to success. But is it really the best way to grow a business? There’s no doubt that having a strong personal brand can open doors. It helps you stand out, build trust, and connect with an audience. Entrepreneurs like Alex Hormozi have used their personal brands to create massive business opportunities. But here’s the catch—when your business revolves around you, scaling becomes a challenge. What happens when you want to step away? Or sell the business? Buyers don’t want a business that disappears when the...

Why AI Startups Fail, And How to Succeed [The Opportunity Ep.175]

Empire Flippers Podcast

Is the AI boom just another bubble waiting to burst, or is it the start of a power wave of business opportunities? Well, that depends on how sustainable AI-driven businesses are in the long run.In this episode, Greg dives into the realities of AI-driven businesses—covering what makes them valuable, the risks buyers should watch out for, and whether AI businesses have long-term staying power. Greg explores how AI is being used in eCommerce, marketing agencies, and SaaS, and why some models succeed while others struggle. With rapid advancements, AI businesses can scale quickly, but they also...

More Episodes

The golden age of affiliate sites may be behind us, but can affiliate sites still make good money? And are websites in general still a good investment?

In this episode, Greg speaks with Nathan Hamilton, a former equity analyst who shifted into buying and growing online businesses. Nathan recently acquired dividend.watch, a dividend investing platform that helps users discover stocks, track income, and manage their portfolios in one place.

Nathan explains how Google’s algorithm updates and the rise of AI have reshaped the affiliate landscape. While many content sites have struggled, he shares which strategies still work and what kinds of online businesses are best positioned for success today.

He also walks through his acquisition process, what he looks for in a deal, how he evaluates growth potential, and why he moved away from affiliate sites in favor of more product-driven platforms. As a non-technical buyer, Nathan offers helpful lessons on managing a tech-heavy site without technical expertise.

Drawing from his financial background, Nathan compares investing in online businesses to buying stocks, weighing the risks, rewards, and potential ROI of each.

Finally, Nathan flips the script on Greg, asking how he’s seeing affiliate site owners adapt to today’s SEO challenges and what strategies successful operators are using to diversify their traffic and revenue streams.

If you’re wondering whether content sites still have a future, or you’re a would-be investor trying to choose between stocks and digital businesses, this episode is packed with firsthand insight you won’t want to miss.

Topics Discussed in this episode:

Nathan’s background and how he ended up flipping sites (02:19)
What Nathan looks for in an acquisition (05:47)
How the algorithm updates affected Nathan’s sites and how to thrive moving forward (07:32)
Nathan’s growth plan for his newly acquired business (12:35)
The best online business models to invest in right now (21:10)
Nathan’s experience taking over an existing business (22:36)
Nathan’s advice for non-technical buyers looking to acquire a business (24:28)
The ROI of buying digital businesses vs buying stocks(27:12)

Nathan’s Questions for Greg

How is Greg seeing affiliate sites manage the current SEO and AI environment (30:42)
What strategies are people using to diversify beyond SEO? (42:08)

Mentions:

Sit back, grab a coffee, and discover whether investing in affiliate sites is still worth it.

Topics Discussed in this episode:

Mentions:

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