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
What do successful domain name investors think when they value domain names?
In this show:
• The Sherpas play The Domain Game (starting at the 19:16 mark) where they guess what certain domains were bought and sold for by the Sherpas and discuss the reasons behind their evaluations. Today’s domains are DRL.com, a small portfolio of music and publishing rights domains (all .coms), RedChief.com, and SpearHub.com.
• They review a list of domains about to come up for auction on NameJet.com, including BitSpeed.com, PoolRepair.com, RoofEstimates.com, and Wand.org.
• The Sherpas talk about how to value short acronym domain names.
• They also get into comparative domains and alternate tld’s and how that can impact pricing and how alternate domains can provide an entry point for companies that are budget conscious.
• The Sherpas discuss the impact of AI on market efficiency and volatility and the importance of separating the signal from the noise in making investment decisions.
• 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.
• Also, DomainSherpa is now integrating with Muse.ai for episode transcripts and an AI-driven video player to easily look for topics, words, phrases, etc., and jump to the points in the video where they occur. Let us know your feedback!
• Plus, all DomainSherpa podcasts are now up on our YouTube channel at DS.tv and much more!
JT is joined by Drew, Shane, and Andrew Miller – so be sure to tune in!!
DomainSherpa October 2, 2025
What do successful domain name investors think when they value domain names?
In this show:
• The Sherpas play The Domain Game (starting at the 24:20 mark) where they guess what certain domains were bought and sold for by the Sherpas and discuss the reasons behind their evaluations. Today’s domains are TheRealEstate.com, Mothership.io, TIGR.com, and Spartacus.net.
• They review a list of domains about to come up for auction on NameJet.com, including Ants.net, Broadcasting.net, Classified.org, and GoldenHills.com.
• The Sherpas talk about the value of domain names with the word “the” as a prefix.
• They also get into comparative domains and alternate tld’s and how that can impact pricing and how alternate domains can provide an entry point for companies that are budget conscious.
• The Sherpas get a little off topic about birthdays and how some people celebrate for an entire month.
• 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.
• Also, DomainSherpa is now integrating with Muse.ai for episode transcripts and an AI-driven video player to easily look for topics, words, phrases, etc., and jump to the points in the video where they occur. Let us know your feedback!
• Plus, all DomainSherpa podcasts are now up on our YouTube channel at DS.tv and much more!
JT is joined by JT is joined by Drew, Josh, and Braden – so be sure to tune in!!
DomainSherpa September 25, 2025
What do successful domain name investors think when they value domain names?
In this show:
• The Sherpas play The Domain Game (starting at the 26:00 mark) where they guess what certain domains were bought and sold for by the Sherpas and discuss the reasons behind their evaluations. Today’s domains are Culet.com, TechPioneer.com, and Deadbolt.ai.
• They review a list of domains about to come up for auction on NameJet.com, including Arcon.com, Tesoro.com, and GeneTechnology.com.
• The Sherpas discuss alternate extensions and premium renewal fees and how increased carrying costs can impact your domain portfolio.
• They also get into an unrelated discussion about saunas and cold plunges and a lot more domain talk as well.
• 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.
• Also, DomainSherpa is now integrating with Muse.ai for episode transcripts and an AI-driven video player to easily look for topics, words, phrases, etc., and jump to the points in the video where they occur. Let us know your feedback!
• Plus, all DomainSherpa podcasts are now up on our YouTube channel at DS.tv and much more!
JT is joined by JT is joined by Drew, Josh, and Shane – so be sure to tune in!!
DomainSherpa September 18, 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
Hidden for years, The Dicker Tapes are a rare collection of 105 original DomainSherpa episodes that were pulled from public view. Featuring a mix of Sherpa Reviews, Aftershows, and deep-dive discussions, these recordings capture a pivotal era in the domain industry.
While originally removed during a period of controversy, the value of these conversations has only grown with time. Inside, you’ll hear from some of the industry’s most influential voices, including:
Andrew Rosener – now the owner of DomainSherpa and CEO of MediaOptions
Rick Schwartz – the “Domain King”
Mike Berkens – veteran investor and blogger at The Domains
Frank Schilling – legendary domain investor and entrepreneur
Page Howe – long-time domain investor and educator
Michael Cyger – founder of DomainSherpa and DNAcademy
Together, these tapes preserve an unfiltered snapshot of domain investing history, offering lessons, insights, and debates that remain as relevant today as when they were first recorded.
Once hidden. Now revealed.
DomainSherpa September 10, 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