6: Jason Georgoulis on Building Trust, Staying Curious, and Keeping It Human

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• 21 min

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After 15 years at Microsoft, Jason Georgoulis brings a unique blend of experience, curiosity, and people-first perspective to his new role at Velosio. In this episode, Jason sits down with Chad Woods to reflect on the power of preparation, the art of listening, and the value of authentic relationships — in business and beyond. From DJing thousands of events to flipping houses, Jason shares how lessons learned outside of tech continue to shape his approach to leadership, client success, and lifelong learning. Key Episode Takeaways: - Full-Stack Solution Integration: Velosio's ability to offer solution capabilities across the entire Microsoft tech stack (including security, data, and applications) provides a significant competitive advantage over narrowly specialized partners. - Technology Levels the Playing Field: The availability of advanced technology, specifically for the mid-market and emerging enterprise space, allows smaller firms to "punch above their weight class" and gain market share from larger, better-resourced competitors. - Curiosity and Continuous Learning are Non-Negotiable: In a rapidly evolving market, sales professionals must embrace a technologist's mindset, be deeply curious, and continuously learn about new advancements like AI to have meaningful customer conversations. - AI and Ethics Must Be Considered Simultaneously: Responsible and ethical adoption of AI, which includes proper training practices, is crucial for growing customer trust and yielding better outcomes. - Business Conversations Must Focus on Outcomes, Not Product Names: Effective customer engagement frames discussions around delivering memorable, hyper-personalized customer experiences and solving ambient problems. 1:32 Jason's DIY Interests and Approach 3:57 Jason's Passion for Technology and AI 6:11 The Value of Full-Stack Solutions 11:25 Velosio's Competitive Advantage 13:58 Jason's Observations About Velosio 16:11 Career Advice and Closing Thoughts Connect with Jason Georgoulis: https://www.linkedin.com/in/jason-georgoulis-a885b512/ Connect with Chad: https://www.linkedin.com/in/chad-woods-a99479/ Learn More About Velosio: https://velosio.com Work at Velosio: https://velosio.com/careers