
Uncomfortable with Jeffrey Gabriel
The Uncomfortable Podcast Nobody ever succeeded by coasting in their comfort zone. Hosted by Jeffrey Gabriel, Founder & CEO of Saw.com, the Uncomfortable Podcast has a the simple mission - encouraging more professionals to take a step out of their comfort zone so they can thrive (not just survive!) in the modern working world. Through open and, insightful conversations with business owners, industry experts and thought leaders, the podcast will shares stories, tips secrets and strategies from people who’ve been there, done it and got the t-shirt when it comes to achieving the extraordinary results. Always unscripted. Always unfiltered. Always Uncomfortable. About your host, Jeffrey Gabriel: Jeffrey Gabriel is one of the world’s leading domain brokers, contributing over $500m in domain sales and previously holding the Guinness World Record for highest domain sale of a .com (sex for $13m) and a .org (poker for $1m) as well as Ai.com in a multi-million dollar deal. He wholeheartedly believes that in order to succeed in business, you need to take a permanent step outside of your comfort zone. And that’s exactly what he did in 2019 when he left a well-paying dream job in the Cayman Islands as VP of Sales at Uniregistry to start his own company, Saw.com. Since then, he’s seen plenty of success, but also his fair share of failure. He’s won clients. He’s lost clients. He’s closed deals. He’s missed deals. He’s hired people. He’s fired people. He’s been liked. He’s been disliked. But, throughout his life, he’s always made a conscious effort to keep trying new things that make him ‘uncomfortable’.
Latest episodes

Feb 21, 2024 • 1h 42min
Shane Kultra's Insights on Domain Flipping and Nurturing Business Growth
From running a nursery to domain investing, Shane Cultra shares lessons on career pivots, resilience, and the ethics of domain brokering. Explore the dynamics of domain interactions, analyzing domain names, and strategies for endurance and growth. Dive into the complexities of domain sales negotiations, maximizing efficiency with Apollo and Zapier, and personal connections in the domain industry.

Feb 7, 2024 • 1h 3min
Broker Brooke Hernandez on Selling Million-Dollar Domains and Overcoming Objections | Saw.com
Brooke Hernandez, domain broker at Sawcom, shares her decade-long journey in the domain brokerage world. She discusses debunking myths about domain investments, the emotional rollercoaster of leaving Uniregistry after its acquisition, and the camaraderie in the industry. Topics also include negotiating domain purchases, selling high-priced domains including one featured in a Coca-Cola ad campaign, and interesting domain sales and acquisitions.

Jan 31, 2024 • 1h 7min
Domain Sales Strategies for Fortune 100 Companies - Chuck Aikens: Maximizing AI Benefits | Saw.com
Join us as we dive into the world of Chuck Isaac Aikens, the mastermind behind Tymoo and former visionary of Volume 9 Media. Chuck will take us on his journey, from leveraging an obscure SEO tactic to skyrocket his career at a major banking institution to becoming a prominent figure in digital marketing, working with giants like Volkswagen and Dish Network.In a candid segment, we'll explore a complex transaction: my unsuccessful bid to sell HYBRID.com to Volkswagen. Chuck will offer a retrospective analysis, sharing insider knowledge on approaching high-stakes domain acquisitions with corporate giants. He'll dissect the decision-making process, from engaging with the marketing department to consulting with the agency of record, outlining the expected timeline for completing such deals.Our conversation will then shift to Chuck's expert analysis of Google search algorithms, exploring the relationship between artificial intelligence and human creativity in content generation. You can contact Chuck at www.tymoo.com and follow him on LinkedIn: https://www.linkedin.com/in/chuckaikens/ As we wrap up, we'll delve into artificial intelligence with Chuck as our guide. He'll reveal how AI augments his client services and revolutionizes his business practices.Join us for a deep dive into technology, marketing, and human ingenuity on the Uncomfortable Podcast. This thought-provoking session peers into the future of digital marketing and beyond, exploring the untapped potential of these powerful tools in today's digital world.About Saw.comWe’re passionate about digital assets here at Saw.com. It’s our mission to create a transparent environment where you know what’s happening with every step of your domain sale or acquisition (and secure the best possible price!)About Jeffrey: Jeffrey M. Gabriel is the founder of Saw.com, a boutique brokerage that specializes in acquiring, selling, and appraising domains. With over 14 years of experience in the domain industry, Jeffrey has a proven track record of closing multimillion-dollar deals and delivering exceptional value to his clients.Jeffrey's core competencies include remote team management, online marketing, and strategy. He is passionate about helping businesses and individuals achieve their online goals and dreams. He has been involved in some of the most notable domain sales in history, such as Ai.com, Sex.com, and Poker.org. He is also a Guinness World Record holder and a frequent speaker and writer on domain-related topics.Follow us on social media:Facebook: https://www.facebook.com/sawcom/LinkedIn: https://www.linkedin.com/company/saw-com/Twitter: https://twitter.com/sawsells

Jan 23, 2024 • 25min
High Stakes and Handshakes: My Journey at the ICA Conference | Saw.com
The podcast explores the speaker's trip to the ICA Conference in Las Vegas and highlights include meeting with industry professionals, participating in various activities, and networking with major players in the domain industry. It also discusses insights from the conference, negotiation tactics, presentations, and the importance of joining the ICA.

Jan 17, 2024 • 1h 14min
Mike Mann: The Evolution from BuyDomains to Sex.com to DomainMarket | Saw.com
Mike Mann, a significant figure in the domain industry, discusses his journey from founding BuyDomains to Sex.com to DomainMarket. He talks about building a 200,000 domain portfolio, the process of appraising domain names, the challenges and affordable appraisals for domainers, and his advice for budding entrepreneurs. Don't miss the negotiation over a domain and his involvement in charity work.

Jan 11, 2024 • 44min
Darragh Meaney: Starting OnMe and the Domain Purchase Journey | Saw.com
Join us for an enlightening conversation with domain industry pioneer Mike Mann. With a legacy spanning back to the mid-1990s, Mike has been instrumental in shaping numerous leading brands and innovations that continue to define our industry today.From his groundbreaking ventures like BuyDomains and DomainMarket.com to iconic domains like Sex.com and the .CO extension, Mike's contributions have left an indelible mark on the digital landscape. But it's not just about business—Mike's unwavering commitment to philanthropy shines through his work with organizations like Grassroots.org and Make Change, where he continues to make a positive impact in the lives of others.In this interview, we delve into Mike's journey, from founding BuyDomains to curating a portfolio of over 200,000 domains. We explore the strategies behind domain management, discuss recent sales, and even engage in a live negotiation over a domain one of our clients is eager to acquire.Don't miss this opportunity to gain insights from one of the domain industry's most influential figures. Tune in today and discover the stories behind the domains!"About Saw.comWe’re passionate about digital assets here at Saw.com. It’s our mission to create a transparent environment where you know what’s happening with every step of your domain sale or acquisition (and secure the best possible price!)About Jeffrey: Jeffrey M. Gabriel is the founder of Saw.com, a boutique brokerage that specializes in acquiring, selling, and appraising domains. With over 14 years of experience in the domain industry, Jeffrey has a proven track record of closing multimillion-dollar deals and delivering exceptional value to his clients.Jeffrey's core competencies include remote team management, online marketing, and strategy. He is passionate about helping businesses and individuals achieve their online goals and dreams. He has been involved in some of the most notable domain sales in history, such as Ai.com, Sex.com, and Poker.org. He is also a Guinness World Record holder and a frequent speaker and writer on domain-related topics.Follow us on social media:Facebook: https://www.facebook.com/sawcom/LinkedIn: https://www.linkedin.com/company/saw-com/Twitter: https://twitter.com/sawsells

Dec 20, 2023 • 1h 16min
CLUB's Founder, Colin Campbell, on Entrepreneurship Triumphs and Trials | Saw.com
Join us for an insightful discussion with Colin Campbell, the founder of .CLUB, as he shares his journey through the ups and downs of entrepreneurship. Colin discusses his book 'Start, Scale, Exit, Repeat' and reveals key insights into the domain industry, including launching, building, selling, and even closing businesses.In this episode, we dive into topics such as the importance of partnerships in the GTLD business, strategies for GTLD auctions, and the transition from being a hands-on entrepreneur to a strategic visionary. Colin also shares valuable advice on finding your X factor, knowing when to shut down a business, and the intersection of AI and domain investing.Don't miss this opportunity to gain valuable insights from Colin Campbell's experience. Contact us at buzz@saw.com and visit Saw.com/podcast to listen on Spotify, Apple Podcasts, and more. You can also reach Colin at his website www.Startup.Club and purchase his book at https://a.co/d/57HOUTd. Join us on this journey of entrepreneurship mastery!About Saw.comWe’re passionate about digital assets here at Saw.com. It’s our mission to create a transparent environment where you know what’s happening with every step of your domain sale or acquisition (and secure the best possible price!)About Jeffrey: Jeffrey M. Gabriel is the founder of Saw.com, a boutique brokerage that specializes in acquiring, selling, and appraising domains. With over 14 years of experience in the domain industry, Jeffrey has a proven track record of closing multimillion-dollar deals and delivering exceptional value to his clients.Jeffrey's core competencies include remote team management, online marketing, and strategy. He is passionate about helping businesses and individuals achieve their online goals and dreams. He has been involved in some of the most notable domain sales in history, such as Ai.com, Sex.com, and Poker.org. He is also a Guinness World Record holder and a frequent speaker and writer on domain-related topics.Follow us on social media:Facebook: https://www.facebook.com/sawcom/LinkedIn: https://www.linkedin.com/company/saw-com/Twitter: https://twitter.com/sawsells

Dec 13, 2023 • 1h 35min
From SEO in 1997 to Today: Brent Payne's Personal Journey | Saw.com
SEO expert and entrepreneur Brent Payne shares his personal journey, from SEO in 1997 to recovering from an 80% revenue loss. Topics include climbing the SEO ladder, challenges in the newspaper industry, AI in SEO and content creation, and the relevance of exact match domains in SEO rankings.

Dec 6, 2023 • 54min
Navigating Domain Brokerage in China with Kris Hou | Saw.com
In this episode, we delve into the intricacies of domain brokerage in China with Kris Hou, a seasoned Domain Broker known for his work on high-profile sales like Perfect.com, KE.com, and Virtual.com. With seven years of experience and millions of dollars in domain sales, Kris offers valuable insights into the cultural nuances that shape business practices in China's domain name industry.We explore Chinese buying behaviors, particularly their preferences for one-word or multi-numbered .com domains, and how these cultural differences can impact negotiations. Kris sheds light on the deep significance of numbers in Chinese culture, the role of luck in domain transactions, and the implications of cultural differences in domain ownership.For more insights and to connect with Kris, reach out to him at Kris@Saw.com.Timestamps:0:00 - Chinese Domain Buying and Cultural Significance8:00 - The Deep Meaning of Numbers in Chinese Culture17:00 - Time to Roll the Dice: Luck in Domain Transactions23:57 - Domain Name Value and Meanings40:38 - Domain Ownership and Cultural Differences51:51 - Implications of Tesla's Internet ConnectivityJoin us for a fascinating discussion on the impact of cultural nuances on domain brokerage in China. About Saw.comWe’re passionate about digital assets here at Saw.com. It’s our mission to create a transparent environment where you know what’s happening with every step of your domain sale or acquisition (and secure the best possible price!)About Jeffrey: Jeffrey M. Gabriel is the founder of Saw.com, a boutique brokerage that specializes in acquiring, selling, and appraising domains. With over 14 years of experience in the domain industry, Jeffrey has a proven track record of closing multimillion-dollar deals and delivering exceptional value to his clients.Jeffrey's core competencies include remote team management, online marketing, and strategy. He is passionate about helping businesses and individuals achieve their online goals and dreams. He has been involved in some of the most notable domain sales in history, such as Ai.com, Sex.com, and Poker.org. He is also a Guinness World Record holder and a frequent speaker and writer on domain-related topics.Follow us on social media:Facebook: https://www.facebook.com/sawcom/LinkedIn: https://www.linkedin.com/company/saw-com/Twitter: https://twitter.com/sawsells

Nov 29, 2023 • 1h 25min
Mike Cyger: From Fortune 500 to Self-Employment - A Serial Entrepreneur's Journey | Saw.com
Mike Cyger, a quintessential serial entrepreneur, discusses his experiences leaving corporate America, selling businesses, organizing conferences with the Department of Defense, positive encounters with the IRS, challenges of getting paid on time, starting a podcast, current projects, and the financial implications of the Voice.com shutdown.
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