DomainSherpa interviews successful domain name investors and entrepreneurs – people we call Sherpas – who share their strategies and tactics to help you be more successful. Hosted by Jonathan Tenenbaum.
Latest Interview
As we say on DomainSherpa – all roads lead to domains! And today we have a Sherpa Shorts segment co-hosted by JT and Drew who are joined by Shane and Matthew!
The Sherpas talk about the recently announced sale of AI.com and the subsequent platform launch and Super Bowl ad. They tell the real story of how the seller acquired the domain and then they get into why this is a watermark sale and what it means for domains and branding.
The Sherpas then discuss some of the other domains and domain companies featured in Super Bowl ads during the big game and break down how that provides a great amount of publicity and it highlights both the importance and the value of domain names.
All this and more is coming up on today’s episode of Sherpa Shorts!
DomainSherpa February 12, 2026
As we say on DomainSherpa – all roads lead to domains! And today we have a Sherpa Shorts segment co-hosted by JT, Drew, and special guest Ron Jackson, founder, publisher, and editor of DNJournal.com!
The Sherpas talk about Ron’s history pre-domains and all of his activity and work in the domain space. They talk about DNJournal and the annual state of the industry article that Ron recently published, highlights from the article, and Ron’s thoughts on the future of the domain industry.
The Sherpas then get into a discussion on the idea of the compression of value and how it applies to domain names.
All this and more is coming up on today’s episode of Sherpa Shorts!
For the DNJournal annual state of the industry article, click here: https://www.dnjournal.com/cover/2026/soti/january.htm/
DomainSherpa February 5, 2026
As we say on DomainSherpa – all roads lead to domains! And today we have a Sherpa Shorts segment co-hosted by JT, Drew, and Chris of MediaOptions!
The Sherpas talk about 2025 and what they see on the horizon for 2026, focusing on the major trends of past year.
They focus a lot on AI – its current influence, how they see it playing out in the future, its impact on the domain market, and how to best leverage AI tools as a domain investor or domain business.
All this and more is coming up on today’s episode of Sherpa Shorts!
DomainSherpa January 15, 2026
As we say on DomainSherpa – all roads lead to domains! And today we have a Sherpa Shorts segment co-hosted by JT and Drew, who are joined by Matthew Gould and Brady Anthony-Brumfield, of Unstoppable Domains!
The Sherpas talk about what’s going on at Unstoppable Domains, discuss Web2 and Web3 domains, and get into some of their recent updates such as their recent integration with AfterNic, and what’s to follow on their roadmap.
They also get into the upcoming ICANN gTLD round, fractionalization of domains, domain funding, and the domain aftermarket in general.
All this and more on today’s episode of Sherpa Shorts!
DomainSherpa November 20, 2025
As we say on DomainSherpa – all roads lead to domains. And our work with domains has us venturing “down the rabbit hole” into different things all the time. So this is a tech-adjacent, domain name, digital asset, tangent-positive podcast – where we go deep into whatever topics are interesting to us and our audience.
In this episode, JT is joined by Drew and Rick Schwartz — the legendary “Domain King” and one of the key pioneers of the domain industry — to share his candid take on the current state of the market and where the domain space is headed.
The Sherpas dive into Rick’s use of AI, including his custom AI agent “Betty,” his perspective on .ai domains, and some incredible war stories from his career — like the blockbuster sale of Candy.com.
So tune in and jump down the rabbit hole with us!
DomainSherpa September 11, 2025
As we say on DomainSherpa – all roads lead to domains! And today we have a Sherpa Shorts segment co-hosted by JT and Drew, who are joined by August Piao, of Escrow.com, who is on the show for the first time!
The Sherpas talk about Escrow’s 2025 Q2 domain investment index and go over some of the reports, domain trends, size of the domain aftermarket, and domain sales.
They also get into how August got his start in the domain space and what are some of the plans and features coming up on Escrow.
Also, make sure you go to NamesCon.com to sign up for NamesCon Global 2025, which takes place in Miami on November 5-6 and don’t forget to apply the 20% DomainSherpa promo code: DS20.
All this and more on today’s episode of Sherpa Shorts!
DomainSherpa September 4, 2025
As we say on DomainSherpa – all roads lead to domains! And today we have a Sherpa Shorts segment co-hosted by JT and Drew, who are joined by Chris Zuiker and Sofia Canala, who makes her first appearance as part of the MediaOptions team!
The Sherpas introduce Sofia and her new role, talk about some recent online chatter regarding domains and social media handles, and how some conversations are better off not happening on the internet. They also talk about .com domains versus other extensions, the importance of timing when dealing with market trends, and key questions you need to ask buyers and sellers in a domain deal.
Also, make sure you go to NamesCon.com to sign up for NamesCon Global 2025, which takes place in Miami on November 5-6 and don’t forget to apply the 20% DomainSherpa promo code: DS20.
All this and more on today’s episode of Sherpa Shorts!
DomainSherpa August 28, 2025
As we say on DomainSherpa – all roads lead to domains. And our work with domains has us venturing “down the rabbit hole” into different topics all the time. So this is a tech-adjacent, digital asset, pop-culture, tangent-positive podcast – with some domain name stuff thrown into the mix for good measure.
In this episode, JT is joined by Drew and special guest Rob Schutz, Founder of Snagged.com, one of the industry’s leading domain services. Snagged specializes in helping entrepreneurs, startups and established businesses buy and sell premium domain names.
The Sherpas explore Rob’s history and how he got into domains and started Snagged. They also discuss recent domain trends, such as AI and .ai domains, and some of the interesting things Rob has experienced since he has gotten more involved in the domain industry.
So, tune in and jump down the rabbit hole with us!
DomainSherpa June 19, 2025
As we say on DomainSherpa – all roads lead to domains! And today we have a Sherpa Shorts segment co-hosted by JT and Drew, who are joined by Chris and Matthew Zuiker of MediaOptions.com, on location in Miami Beach.
The Sherpas discuss the current state of the domain industry, looking at trends and current events, and recap a little of the domain summit they had on a yacht In Miami with a few domain legends.
Also, make sure you go to NamesCon.com to sign up for NamesCon Global 2025, which takes place in Miami on November 5-6 and don’t forget to apply the 20% DomainSherpa promo code: DS20.
All this and more on today’s episode of Sherpa Shorts!
DomainSherpa June 5, 2025
As we say on DomainSherpa – all roads lead to domains. And our work with domains has us venturing “down the rabbit hole” into different topics all the time. So this is a tech-adjacent, digital asset, pop-culture, tangent-positive podcast – with some domain name stuff thrown into the mix for good measure.
In this episode, JT is joined by Drew, and special guests David Warmuz and Nathan Parker of Above.com, one of the industry’s leading domain management platforms. Above specializes in portfolio monetization, brokerage, registration, and marketplace services.
The Sherpas explore the origin story of Above, what’s new at the company, and how recent Google updates are shaking up domain parking and monetization strategies.
If you own a domain portfolio — large or small — this is an episode you won’t want to miss.
So, tune in and jump down the rabbit hole with us!
DomainSherpa April 17, 2025