DomainSherpa – Sherpa Shorts – August 28, 2025: Timing Is Everything

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 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!

Sherpa Shorts (64:12): Watch | Listen/Download Audio |

DomainSherpa Shorts

This interview is promoted through a media partnership with Escrow.com and UnstoppableDomains.com.

DomainSherpa Shorts, Audio Only

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This Show’s Sherpas

Andrew Rosener

Andrew Rosener is the CEO of the industry-leading domain name broker Media Options.

Andrew is widely considered a thought leader and expert on domain name value & methodology as well as domain name sales & acquisitions. With 20 years experience with domain names, Andrew has leveraged his knowledge and expertise to make MediaOptions the go-to domain name firm for startup & company domain acquisitions as well as high value domain name sales.

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Jonathan Tenenbaum

Jonathan Tenenbaum (JT) is an accomplished Internet industry veteran and digital asset expert. An attorney by trade, he spent over 14 years with Web.com in various legal and business roles, including nearly 5 years managing NameJet, the leading domain name aftermarket platform.

Now Chief Operating Officer & General Counsel of MediaOptions, the top domain brokerage agency, Jonathan is also the Host & Executive Producer of DomainSherpa - where they cover all types of digital assets, including crypto and NFTs, and where "all roads lead to domains"!

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Chris Zuiker

Chris Zuiker is the senior broker at MediaOptions.com, specializing in technology and retail industries.

Prior to Media Options, Zuiker held multiple sales positions at companies including Infantino, Timex, and Stanley Black & Decker.

Zuiker holds a bachelor of arts in psychology from Franciscan University of Steubenville, and an MBA from the University of Arkansas at Fayetteville.

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Sofia Canala

As a seasoned professional with extensive experience in high-value account management, complex transactions, and team leadership, I specialize in delivering results in fast-paced, high-stakes environments. My background spans VIP client services, process optimization, and cross-functional coordination, complemented by experience in English language instruction and conference interpretation, which sharpens my communication and negotiation skills.

I have successfully managed multi-million-dollar transactions, guided teams to achieve ambitious targets, and implemented processes and systems that streamline operations and mitigate risk. I thrive on complex challenges, strategic problem-solving, and delivering exceptional client experiences.

With a strong track record in relationship management, high-value deals, and operational excellence, I bring a unique combination of analytical rigor, client focus, and leadership—making me well-suited to environments where precision, trust, and strategic insight are paramount.

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