Latest Interview
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
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
What do successful domain name investors think when they value domain names?
In this show:
• The Sherpas play The Domain Game (starting at the 17:23 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 AresFunding.com, Speed.ai, Pay.ca, and StrikeTeam.com.
• They review a list of domains about to come up for auction on NameJet.com, including Lancer.com, PrivateClasses.com, ComfortSystems.com, and Mime.org.
• The Sherpas discuss how they evaluate domain pricing and purchases, and how comparable and competing options inform their decisions.
• They also discuss the relevance of exact-match domains—whether they still hold value in today’s changing search landscape, where AI tools are reshaping how people find information online.
• 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 Josh, Braden, and Rob Schutz – so be sure to tune in!!
DomainSherpa August 21, 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 11:46 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 Bet.live, FinancialFuture.com, Soho.ai, and Haggle.com.
• They review a list of domains about to come up for auction on NameJet.com, including DanceAcademy.com, TowingServices.com, PaintStore.com, and Safes.org.
• The Sherpas talk about how .org has been the clear second-best alternative to .com and if .ai has now officially supplanted it.
• They also get into Afternic’s commission rates and whether or not it’s worth it as a channel to sell domains.
• 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 DanielGotHits – so be sure to tune in!!
DomainSherpa August 14, 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 25:04 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 IYAR.com, SearchParty.com, and HighRanking.com.
• They review a list of domains about to come up for auction on NameJet.com, including SimplyBeautiful.com, KitchenCollection.com, BitLogic.com, and AICounsel.com.
• The Sherpas talk about the seasonal nature of the domain space.
• They get into the need for patience in the domain space and investing in general, and the need at times to simply zoom out.
• 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 Shane, Braden, and Daniel Koleshchuk making his DomainSherpa debut – so be sure to tune in!!
DomainSherpa July 31, 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 23:51 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 Veja.com, EAI.ai, eKitchen.com, and Fuff.com.
• They review a list of domains about to come up for auction on NameJet.com, including MetaPhysic.com, HeartSong.com, Serpent.org, and Jungle.org.
• The Sherpas get a little off topic about music and live shows.
• They cycle back to domains and discuss the balance between liquidity and margins, as well as ways to add liquidity to the domain space—whether through technology or people.
• The Sherpas also get into different buyer types as it applies to understanding the value of domain names and how that has changed over time.
• 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 July 17, 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 16:33 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 Germo.com, Rythmic.io, and R.org.
• They review a list of domains about to come up for auction on NameJet.com, including Fatz.com, HeatSeeker.com, Roughneck.com, and LocalGuides.com.
• The Sherpas talk about domain strategy and when to pull the trigger on a sale.
• They also get into a little discussion about poker, blackjack, royal titles, and castles.
• 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, Ammar, and Braden – so be sure to tune in!!
DomainSherpa July 10, 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 26:41 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 YUKU.ai, WesternCouture.com, Sword.com, and Woohoo.app.
• They review a list of domains about to come up for auction on NameJet.com, including Seedlings.com, BabyLabs.com, Presumptuous.com, and EmployeeBenefits.net.
• The Sherpas also talk about .ai domains, .si domains, and some other interesting domain trends.
• 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.
&bull 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 Ammar, Shane, and Braden – so be sure to tune in!!
DomainSherpa July 3, 2025