DiscoverStartup SensationsFrom Dial-Up Failures to Hollywood Success: A Startup’s Journey with Branding and Reinvention
From Dial-Up Failures to Hollywood Success: A Startup’s Journey with Branding and Reinvention

From Dial-Up Failures to Hollywood Success: A Startup’s Journey with Branding and Reinvention

Update: 2025-06-11
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Jesse DeCosta is a creative entrepreneur, artist, and founder of DeCosta Global, a leading branding and marketing firm working with some of the world’s biggest names, from Hollywood stars to global corporations.


In this insightful episode, Jesse shares the unvarnished truth behind his journey – from drawing caricatures at a theme park to building a multi-division business with decades-long partnerships in the entertainment industry. The conversation touches on the realities of starting up with no clear plan, the challenges of constant reinvention in the face of technological change (including the rise of AI), and the delicate balance between creativity, efficiency, and reputation management. 


Jesse also reflects on the importance of humility, resilience, and treating people with respect, offering rich lessons for founders and creatives alike.


🎙️ Key Topics:




  • Breaking into the entertainment industry and working with names like Will Smith, Kevin James, the Jacksons, and more




  • The three pillars of DeCosta Global: product development, creative services, and marketing




  • Crisis and reputation management for high-profile clients in the age of social media




  • The impact (and heartbreak) of AI on creativity, job roles, and the future of creative businesses




Follow this show on your podcast app and join us on The Startup Sensations Podcast LinkedIn page. Watch video highlights on YouTube. We love hearing your feedback, so email us at hello@startupsensations.com.


Jesse DeCosta - https://www.linkedin.com/in/jesse-decosta-021557141/


DeCosta Global - https://www.decostainc.com/

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From Dial-Up Failures to Hollywood Success: A Startup’s Journey with Branding and Reinvention

From Dial-Up Failures to Hollywood Success: A Startup’s Journey with Branding and Reinvention

Bulent Osman & Shelley Bays