#35 Corporate to Startup and Back Again: The Playbook No One Gives You | Tom Galido, 5x Founder, 3x CEO episode artwork

EPISODE · May 27, 2026 · 1H 8M

#35 Corporate to Startup and Back Again: The Playbook No One Gives You | Tom Galido, 5x Founder, 3x CEO

from The Corporate Expat™ Experience with Nicole Colwell · host Nicole Colwell

In this episode, Nicole sits down with Tom Galido, a five-time founder and three-time CEO, to explore the critical intersection of startup agility and enterprise structure. Drawing from his experience navigating the dot-com bubble, leading teams at Yahoo and Live Nation, and executing successful startup turnarounds, Tom provides a masterclass on how to survive and thrive in a shifting economy.  Key Takeaways for Listeners: Structure is the Secret to Scaling (and Sanity): While many founders avoid "corporate" processes to stay cool, Tom argues that building systems and decentralizing decision-making is what actually frees a founder to focus on growth The "Davids" are Disrupting the "Goliaths" with AI: Technology has lowered the barrier to entry significantly, Tom shares his insights on what this means for tech advancements and for entrepreneurship Integrity in Failure is the Ultimate Trust Signal: Because 80% of early-stage investment is based on the founder, how you fail matters as much as how you succeed. Tom shares his experience and insights on how handling failure sets you up for future success and can actually make you more “investable” Whether you are a corporate professional facing industry-wide layoffs or an aspiring entrepreneur building your first MVP, this conversation offers a roadmap for integrating AI, building durable revenue, and mastering the "startup language" to remain valuable in any environment. Thank you for listening!    EPISODE Links: Tom Galido - Galido Consulting Corp LinkedIn: https://www.linkedin.com/in/tegalido Website:  https://www.galido.co/ YouTube: ​​https://www.youtube.com/@ThomasGalido SOCIAL Links: Website: https://www.corporate-expat.com LinkedIn: https://www.linkedin.com/company/corporate-expat Instagram: https://www.instagram.com/corporate_expat LinkedIn: https://www.linkedin.com/in/ncolwell  

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#35 Corporate to Startup and Back Again: The Playbook No One Gives You | Tom Galido, 5x Founder, 3x CEO

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