

DomainSherpa.com
DomainSherpa.com
Be a Better Domain Name Investor and Entrepreneur
Episodes
Mentioned books

Oct 2, 2026 • 1h 39min
DomainSherpa Review – October 1, 2026 – Shoot Your Moonshot
James Booth, a premium .ai investor; Ammar Kuba, a specialist in short .coms and emerging extensions; and Drew Rosner, a domain broker and market analyst, debate whether .si can follow .ai’s rise and what real adoption means. They play the Domain Game with Vin.ai, PetX.com, Thirty.com, and YogaVerse.com, assess NameJet auctions, and dissect the Inside.com bidding battle.

Sep 25, 2026 • 0sec
DomainSherpa - Sherpa Shorts - September 24, 2026: Buck The Trend
Chris Zuiker, senior domain broker and brand strategist at MediaOptions, explores AI’s market shakeout, shifting search behavior, and why category-defining domains could make a comeback. The conversation examines Ramp’s Router.com acquisition, OpenRouter’s naming gap, Lovable’s AI-powered app building, timing domain sales, and whether premium brands could reach nine-figure valuations.

4 snips
Sep 18, 2026 • 1h 31min
DomainSherpa Review – September 17, 2026 – Bald is Beautiful
Andrew Miller, a premium domain investor and broker, joins Drew Rosner, a digital-asset entrepreneur and valuation expert, for a lively look at WellnessIQ.com, Clockify.com, Reversal.com, and Yono.com. They size up NameJet auctions, debate ICANN’s next gTLD round and .web’s potential, examine AI-driven demand and brand protection, and discuss the MJ.com Rally sale and fractional ownership.

5 snips
Sep 11, 2026 • 1h 56min
DomainSherpa Review – September 10, 2026 – Tipping the Scales
Leanne McMahon, founder of Crunch ID, Josh Reason, a domain intelligence entrepreneur, and Drew Rosner, founder of Media Options, weigh in on domain valuations. They debate PawnShop.org, OnChainEnergy.com, and Creative.agency, then assess NameJet auctions. The conversation explores scaling portfolios, the McMahon Tier System, cash flow, liquidity, patience, AI-powered workflows, and the future of digital pawn shops.

Sep 4, 2026 • 2h 31min
DomainSherpa Review – September 3, 2026 – Shoot For The Moon
What do successful domain name investors think when they value domain names?
In this show:
- The Sherpas play The Domain Game (starting at the 22:37 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 Attorney.org, ForEverybody.com, Supa.app, and HealthcareX.com.
- They review a list of domains about to come up for auction on NameJet.com, including MIHI.com, SharkFin.com, Tricky.com, and WorldWideTravel.com.
- The Sherpas talk about what is the right approach when there is a default on an LTO deal.
- They dig into some recent updates to certain online domain appraisal tools.
- The Sherpas also discuss some challenges when working with escrow services.
- They break down how to select domains for moonshot pricing.
- Mike talks about his recent walk around Bainbridge Island.
- Big news. Appraise.net is now a DomainSherpa sponsor! Sign up now at https://www.appraise.net/domainsherpa and get your first month for just $1.
- Also, DomainSherpa is now integrating with Skiv.com - formerly 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 Mike Cyger - so be sure to tune in!!

Aug 28, 2026 • 1h 15min
DomainSherpa - Sherpa Shorts - August 27, 2026: Effective Accelerationism
Yoni Belousov, founder of Link Freedom Group and seasoned domain operator, discusses LFG's bold gTLD play and branding-focused strategy. He explains picking short, high-value strings, game theory around primary vs secondary choices, and the role of effective accelerationism in driving e-commerce and digital sovereignty plans.

Aug 20, 2026 • 1h 24min
DomainSherpa - Sherpa Shorts - August 20, 2026: LFG!
Vaughn Lilly, strategic lead and spokesperson for Link Freedom Group, and Dan Adamson, marketplace and registry operations lead, talk LFG's bold move of 300+ gTLD applications. They explain why they announced early, expected contention hotspots, platform-paired TLD use cases like .gram, the strategic value of .api, and pairing new gTLDs with premium .com assets.

7 snips
Aug 14, 2026 • 1h 31min
DomainSherpa Review – August 13, 2026 – Always on My Mind
Bar Frantic, a regular domain investor and reviewer, offers quick valuations and market commentary. Braden Pollock, a seasoned three-letter and premium domain broker, discusses recent sales and auction tactics. Mike Cyger, an entrepreneur focused on naming and marketplaces, talks .app adoption and Notify.domains. They play The Domain Game, review upcoming NameJet auctions, debate .org commercial use, and examine rising aftermarket prices.

4 snips
Jul 31, 2026 • 1h 33min
DomainSherpa Review – July 30, 2026 – Weather The Storm
Ammar Kuba, domain investor and broker known for .co/.io deals, shares portfolio and selling anecdotes. Shane Coulter, active investor and broker, covers auctions, portfolio tactics, and practical investing. Andrew Miller, seasoned broker, offers market and broker perspectives. They play The Domain Game, review upcoming NameJet auctions, debate letter/number name value, discuss AI-driven outliers, repricing strategies, and a bit of summer weather.

4 snips
Jul 24, 2026 • 1h 18min
DomainSherpa Review – July 23, 2026 – Go Big Or Go Home
Brayden Pollock, domain investor who trades premium .orgs and TLDs. Josh Reason, DNX-associated operator focused on acquisition strategies and hand registrations. Drew Rosner, broker and investor known for high-value .com and crypto names. They play The Domain Game, review NameJet auctions, debate non-.com valuations, pricing tactics, portfolio sizing, and market trends in short, lively segments.


