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Uncomfortable with Jeffrey Gabriel

Jeffrey Gabriel

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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 fro ...
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The band is back together! Eleonore is back from mat leave and we had the chance to record an episode with Ian Jeffrey and Gabriel Sundaram - all while eating a good poutine. We spoke about: How the industry can improve for young moms Stage of early stage in Canada and what it takes to uplevel Latest events & news (Lightspeed, AI startups, Kaufman …
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In this episode, we have the pleasure of speaking with Sophie Boulanger, CEO @ 1Valet. Sophie is one of Canada's most innovative and dynamic entrepreneurs. She has 20 years of experience in the strategy, performance, growth and value creation of organizations, brands and retail operations in the consumer goods industry. She’s the co-founder of Bonl…
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When my accountant told me a well paying salary was where all dreams goto die, I knew it was time to chase the dream that had been simmering on the back burner. That dream? To pivot from my cushy role at Uniregistry and venture into the unknown with Saw.com. This episode takes you through the highs and lows of my career transition, from the early d…
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We have an amazing TechPoutine episode to share with you today. Ian Jeffrey, Gabriel Sundaram and I sat down with Kyle Braatz, co-founder & CEO @ Fullscript. We spoke about: How Kyle built his business from the ground up to over $1BN in annual revenue servicing 100,000 practitioners and 10 million patients How Kyle balanced growth and profitability…
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Join us on the podcast as we unravel the intriguing journey of Jeffrey Gabriel, a man whose career path was anything but ordinary. From a lackluster college graduate with no clear direction, Jeffrey ventured into the world of sales, starting out as a novice selling mortgages. He quickly ascended to become a top salesperson at his firm, before pivot…
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Join us on a journey as we dive into the life of Soren von Vashmin.From his noble lineage to his adventures in a lost castle in Northeast Poland. His story takes us from the halls of Frankfurt Airport Authority to his pioneering work in the Seychelles tour operator industry. Along the way, we witness his resilience and ingenuity, which later propel…
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Today on The Uncomfortable Podcast, we're breaking our format to bring you an extraordinary guest. Meet Mike Begg, an e-commerce entrepreneur and the co-founder of AMZ Advisors, a digital marketing agency specializing in the Amazon platform. Mike's journey into entrepreneurship began while working in real estate for Sears, where he foresaw the comp…
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Bill, was working a corporate job, and moved back home to Chicago to take over his family art supply business that had a handful of employees that was not online. It was the 90s so who was? Bill had big plans and aspirations, but it took a radio interview in Rockefeller plaza where after a one hour discussion the DJ could not remember his company n…
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I recently met with the CEO and Co-Founder of Unstoppable Domains. I got to sit down with Matt for the first time at the ICANN conference in Puerto Rico. I admit I did not know much about Unstoppable and haven’t invested a lot of time in Web3 domains in general because I felt like it was a money grab; after our meeting, I have to say what I have he…
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I attended ICANN a few weeks ago, and ran into my friend Daniel Ruzzini Mejia from DomainsBot. If you are not familiar with his company they specialize in data from the domain industry. He uses that data to provide a suite of products, one that is search results for registrars, and brand protection. His journey from basement coding to overcoming ca…
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Gather 'round as we honor the impactful contributions of legal luminaries John Berryhill and the late Howard Neu in the domain name and trademark arenas. Their legacies have left indelible marks on the industry. I invite you to join me as I share a decade of trials and triumphs alongside John, recounting tales from the trenches of domain disputes. …
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Embark on an entrepreneurial odyssey with Braden Pollock, a domain investment virtuoso and serial entrepreneur whose stories could fill volumes. Starting with humble beginnings in vending machines, Braden's journey includes milestones like the sale of Smart Start and a 20-year tenure at Legal Brand Marketing. His narrative weaves together trials, t…
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Interested in the power of AI domain names for your business or investment? Tune in to our latest episode featuring Vince Cate! Vince shares his unique journey and deep dives into registry statistics, providing valuable insights for potential registrants considering a dot AI domain. Get all your questions answered and gain the knowledge you need to…
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Last week, we recorded a TechPoutine podcast from the Somo Lounge at Notman House. We were joined by the magnificent Sophie Forest, Managing Partner at Brightspark Ventures. She graciously stepped in for Eleonore Jarry who is enjoying her mat leave. Ian Jeffrey, Gabriel Sundaram and I had the pleasure of asking Sophie a bunch of questions about her…
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Join us as Shane Cultra, known as Domain Shane, takes us on a journey from the nursery to the stock market to the world of domain investing. Learn from Shane's experiences in trading, where he gained invaluable insights into risk management and resilience. His story is a testament to the power of pivoting careers, embracing discomfort, and maintain…
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Tune in to hear from a domain broker with a track record of selling million-dollar domains like Bunny.com, Ollie.com, Pin.com, Anatomy.com, Spill.com, and many more. Join Saw.com's Brooke as she shares her experiences overcoming the toughest objections in the domain industry. Discover what it's like working with us for over a decade—and yes, poor g…
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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…
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Join me on a thrilling journey as I attend the Internet Commerce Association meeting in vibrant Las Vegas, Nevada. In this video, I'll give you an insider's look at the event, including the incredible people I met, the engaging activities we participated in, and the valuable insights I gained. If you're interested in the domain industry, I'll also …
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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 …
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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 …
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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…
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Join us for an inspiring journey with Brent Payne as he shares his story from the early days of SEO in 1997 to his experiences today. Brent opens up about the challenges he's faced, including a significant revenue loss in his business and how he recovered from it, teaching him the importance of not putting all his eggs in one basket. This episode i…
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Ian Jeffrey, Gabriel Sundaram and I had the pleasure of being joined by Mark MacLeod who has sat at the right-hand side of the leaders of high growth technology companies as either a CFO, VC or deal maker since 1999. He served as CFO for software companies including Shopify and Freshbooks. ‍ He was also a General Partner in Real Ventures and founde…
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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 pr…
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Join us as we explore the remarkable journey of Mike Cyger, a quintessential serial entrepreneur who took a bold leap into self-employment, leaving behind the security of a Fortune 500 career. Contrary to popular belief, Mike's path to success has been paved with challenges, including the sale of his company not once but twice. Throughout his journ…
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This is a special episode where we discussed the ongoing saga of Notman House and why it’s important to keep it in the hands of the community. We were joined by Gabriel Lesperance, a serial entrepreneur that benefited greatly from Notman. He wrote a great op-ed in Le Devoir which we recommend you read. We spoke about: The history of Notman House It…
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Discover the inspiring journey of serial entrepreneur Ammar Kubba, who has launched and invested in numerous successful companies and domains, including TrafficZ, DomainTools, Aftermarket.com, Beer.com, and LyfeFuel. Despite facing challenges like debt and navigating a dynamic business landscape, Ammar has achieved both financial success and person…
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Meet Michael, an accomplished entrepreneur and writer with a background in Computer Science and Electronics. With significant contributions to the tech industry, including pioneering Ecommerce and creating one of the world's first CRMs, Michael's expertise extends to shaping policies as Vice Chairman of the Australian Internet Industry Association.…
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This is the last episode of Tech Poutine before Eleonore Jarry’s maternity leave! Ian Jeffrey, Gabriel Sundaram and I wished her the best of luck. We also celebrated the occasion by eating some good poutine together. On the show, we spoke about: The promises and risks of AI Polarization in media The mission of Techaide and getting together to give …
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Check out this insightful interview with Zak Muscovitch, a seasoned expert in international domain name law. Zak has been practicing since 1999 and currently serves as the General Counsel to the Internet Commerce Association (ICA). In this interview, Zak discusses his notable cases, including landmark victories in Toronto.com and Sweetsuccess.com. …
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Check out the inspiring journey of Yoni Belousov in the domain business since 2005, where he's amassed an impressive portfolio of nearly 100,000 domains. Yoni's success extends beyond domains into crypto, NFTs, and real estate. Starting from affiliates, he progressed to traffic domains and now focuses on premium generics, recognizing change and fai…
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New episode of TechPoutine with Gabriel Sundaram, Eleonore Jarry and Ian Jeffrey is live! On the show, we spoke about: A slew of new funding announcements iNovia’s discovery program, Luge Capital Fund 2 and Front Row Ventures The trend of solo GP Latest innovations of AI and All In conference
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TechPoutine with Gabriel Sundaram, Eleonore Jarry, Ian Jeffrey and Nectarios Economakis On the show, we discuss: Harley moving back to Montreal Damien Steel’s appointment as the new DeepSky CEO Fred Lalonde’s keynote about DeepSky (must watch!) https://www.youtube.com/watch?v=Baz2OsoIOPs The impact of Bill C18 on the Canadian media industry…
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Canadian Technology news with industry veterans: Eleonore Jarry, Gabriel Sundaram, Ian Jeffrey, Nectarios Economakis The show is four friends getting together and talking about the Canadian technology ecosystem. We wanted to share an insider’s perspective and have some fun while doing it. On this first episode, we spoke about Why we decided to star…
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