From Confusion to Clarity: An AI Roadmap for Business Owners with Rob Hole
Thu Feb 05 2026
In this eye-opening episode, Sharon sits down with Rob Hole (aka the Canadian AI Guy) to explore the real-world applications of AI for Canadian entrepreneurs. Rob shares his journey from tech veteran to AI strategist, helping business owners implement tools like ChatGPT, Gemini, and browser-based assistants like Comet from Perplexity. In this episode, you’ll discover how these technologies are more than just buzzwords; they’re transformational tools that can replace hours of manual work with automated, intelligent processes.
From automating bookkeeping and generating email responses to designing AI-driven employee handbooks and marketing campaigns, Rob walks us through specific use cases you can try today. He emphasizes treating AI like a team member—training it with your brand voice, company values, and specific processes. If you’re still on the fence about AI or wondering how to get started, this episode is your practical guide to embracing the tools that will shape the future of work.
About Rob Hole
Rob Hole is a seasoned entrepreneur and tech expert with over 20 years of experience in web development, business management, and digital strategy. Known as the Canadian AI Guy, Rob specializes in helping business owners across Canada understand and implement AI tools to enhance their operations, save time, and reduce overhead. As a former Chamber of Commerce president and current business consultant, Rob is passionate about empowering organizations with cutting-edge technology and practical processes.
Through his workshops, consulting, and online training at CanadianAIGuy.ca, Rob breaks down complex AI concepts into digestible, actionable strategies for entrepreneurs at all levels.
Resources discussed in this episode:
Comet browser by PerplexityGemini by GoogleChatGPT BusinessZight (formerly CloudApp)DescriptLoomGino Wickman’s Traction and the Entrepreneurial Operating System (EOS)Manus—
Contact Sharon DeKoning | It's Time Promotions:
Website: itpromo.caLinkedIn: Sharon DeKoningFacebook: It’s Time PromotionsGoogle: It’s Time PromotionsContact Rob Hole | Canadian AI Guy:
Website: Canadian AI GuyLinkedIn: Canadian AI GuyLinkedin: Rob Hole
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In this eye-opening episode, Sharon sits down with Rob Hole (aka the Canadian AI Guy) to explore the real-world applications of AI for Canadian entrepreneurs. Rob shares his journey from tech veteran to AI strategist, helping business owners implement tools like ChatGPT, Gemini, and browser-based assistants like Comet from Perplexity. In this episode, you’ll discover how these technologies are more than just buzzwords; they’re transformational tools that can replace hours of manual work with automated, intelligent processes. From automating bookkeeping and generating email responses to designing AI-driven employee handbooks and marketing campaigns, Rob walks us through specific use cases you can try today. He emphasizes treating AI like a team member—training it with your brand voice, company values, and specific processes. If you’re still on the fence about AI or wondering how to get started, this episode is your practical guide to embracing the tools that will shape the future of work. About Rob Hole Rob Hole is a seasoned entrepreneur and tech expert with over 20 years of experience in web development, business management, and digital strategy. Known as the Canadian AI Guy, Rob specializes in helping business owners across Canada understand and implement AI tools to enhance their operations, save time, and reduce overhead. As a former Chamber of Commerce president and current business consultant, Rob is passionate about empowering organizations with cutting-edge technology and practical processes. Through his workshops, consulting, and online training at CanadianAIGuy.ca, Rob breaks down complex AI concepts into digestible, actionable strategies for entrepreneurs at all levels. Resources discussed in this episode: Comet browser by PerplexityGemini by GoogleChatGPT BusinessZight (formerly CloudApp)DescriptLoomGino Wickman’s Traction and the Entrepreneurial Operating System (EOS)Manus— Contact Sharon DeKoning | It's Time Promotions: Website: itpromo.caLinkedIn: Sharon DeKoningFacebook: It’s Time PromotionsGoogle: It’s Time PromotionsContact Rob Hole | Canadian AI Guy: Website: Canadian AI GuyLinkedIn: Canadian AI GuyLinkedin: Rob Hole