Libsyn Directory

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

Release Date: 06/19/2025

Optimizing Your Amazon Listings for Rufus and AI Search With Jon Tilley [Ep.206]

Empire Flippers Podcast

For Amazon sellers, discovery determines everything. If customers can’t find your products, nothing else matters. What many sellers haven’t realized is how quickly Amazon's discovery engine is changing. Amazon is moving beyond traditional keyword-driven search toward AI-powered, intent-based answers through Rufus. This impacts how products are surfaced, compared, and ultimately purchased. In this episode of The Opportunity Podcast, we’re joined by Jon Tilley, CEO and co-founder of ZonGuru, to unpack what this change means for sellers. For years, growth on Amazon centered around search...

Using Business Credit to Fund Growth and Acquisitions With Ty Crandall [Ep.205]

Empire Flippers Podcast

Many entrepreneurs leave huge sums of money on the table because they don’t understand business credit. In this episode, Ty Crandall, CEO of Credit Suite, breaks down how business credit really works and how online business owners can use it as a serious growth and acquisition tool. We start by unpacking the key differences between business credit and personal credit, and why separating the two is critical if you want to scale responsibly. Ty explains the types of business credit you can access without personal guarantees and what actually goes into a business credit score. From there, Ty...

Why Founder-Led Sales Kill Growth and How to Scale With Kai Law [Ep.204]

Empire Flippers Podcast

No one works harder than a founder, but at what point does being the main salesperson for your business stop being a strength and start becoming a liability? In this episode, remote sales expert Kai Law breaks down why founder-led sales often become a bottleneck and what to do before it hurts your revenue and eventually your valuation.Drawing on his experience building and leading remote sales teams across multiple industries, Kai explains why you need to improve your own sales skills and processes first before expanding your team. Kai then explains which roles founders should hire first to...

SEO in the Age of AI: What Still Works and What Doesn’t With Tim Soulo [Ep.203]

Empire Flippers Podcast

Everyone is rushing to “optimize for AI.” Most are doing it wrong. In this episode, Tim Soulo, the Chief Marketing Officer at Ahrefs, cuts through the noise around AEO and GEO and explains why business owners are massively overcomplicating what visibility really means today. While AI-powered search feels new and unpredictable, Tim argues that the same core SEO principles still apply. Create genuinely useful content for your audience, and the algorithms tend to follow. We dive into how traditional SEO compares to AEO and GEO, and where AI actually changes the game. Tim breaks down how large...

Sell Your Business at a Premium by Understanding Buyer Financing [Ep.202]

Empire Flippers Podcast

When many entrepreneurs go to sell their business, they’re more focused on their business than on the buyer. Understanding how buyers approach an acquisition, particularly when it comes to funding and deal structure, can help you position your business for the most profitable exit. In this episode of The Opportunity podcast, Greg breaks down how buyers actually think when evaluating an acquisition and why financing plays such a critical role in deal outcomes. While sellers often fixate on valuation, buyers are just as focused on how they will pay for the business and how much risk they are...

Acquisition Entrepreneurship for Digital Businesses With Alexander Kelm [Ep.201]

Empire Flippers Podcast

In this episode, we’re joined by Alexander Kelm, an acquisition entrepreneur and founder of a micro private equity firm focused on buying, growing, and scaling digital businesses across Europe. Alexander shares his unconventional path into acquisitions, including how he sold a business before he had even fully started it. He explains why acquisition entrepreneurship can be such a powerful strategy for digital business owners and how focusing on your strengths, rather than chasing every opportunity, dramatically improves your odds of success. For first-time buyers, Alexander offers practical,...

Are Conferences Worth Your Time as a Business Owner? [Ep.200]

Empire Flippers Podcast

Most online business owners have a complicated relationship with conferences. Some leave feeling energized and full of new ideas. Others leave wondering if they just paid a lot of money for bad coffee and small talk.In this episode of the Opportunity Podcast, Greg breaks down when conferences are actually worth your time and when they’re not. He starts by outlining the difference between attending as a practitioner versus a vendor. Practitioners tend to gain the most from learning new strategies, seeing how others operate, and uncovering ideas that can indirectly unlock new revenue. Vendors...

How To Win Visibility in AI Search With Sergey Lucktinov [Ep.199]

Empire Flippers Podcast

AI tools are already answering your customers’ questions. The real question is, how do you ensure your business is part of those answers?In this episode, we sit down with Sergey Lucktinov, an AI search visibility expert who has spent more than a decade navigating algorithm shifts and rethinking how businesses get discovered online. Sergey breaks down how visibility works in the age of AI and what business owners need to do to make sure their brand is actually being mentioned, not silently skipped. We explore how AI has fundamentally changed SEO. The focus is no longer on keywords and...

Can You Buy a Business Without Spending Any Money? [Ep.198]

Empire Flippers Podcast

You don’t need to drain your bank account to buy a business. In fact, many of the best deals are done with very little personal capital. In this episode, Greg breaks down how buyers structure acquisitions using financing instead of their own money. There are two buckets of money you can draw from when buying a business: your own personal funds and external financing. One of the most powerful external financing tools Greg highlights is seller financing. This approach allows you to structure deals where the seller essentially lends you the money, often interest-free, and can be combined with...

A Practical Guide to Business Acquisitions for First-Time Buyers With Matt Raad [Ep.197]

Empire Flippers Podcast

Buying an online business can feel overwhelming, especially if you are new to acquisitions. In this week’s podcast episode, we sit down with Matt Raad, a seasoned digital business buyer and coach who has helped countless first-time buyers navigate the acquisition process with confidence. Due diligence takes center stage as Matt explains what really matters when evaluating an online business and how skipping this step can turn a promising deal into an expensive mistake. For beginners, he breaks down the types of businesses that are best suited for first-time buyers and why simpler models...

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:

TOPICS