--- title: Santiago Jaramillo on entrepreneurship, inner work, and AI transformation description: Host Tim Leman sits down with entrepreneur and former CEO turned executive coach, Santiago “Santi” Jaramillo. image: https://www.thegibsonedge.com/hubfs/The%20Edge%20Season%208/The%20Edge%20Podcast%20Santi%20Jaramillo%20HS%20FT%20image%20quote%202.jpg --- [**](https://www.thegibsonedge.com/blog/santiago-jaramillo-on-entrepreneurship-inner-work-and-ai-transformation#tmpmodule_1568675152246189) - [Client Login](https://www.thegibsonedge.com/gibson-client-login) - [Contact Us](https://www.thegibsonedge.com/contact) **** [![Gibson Logo](https://www.thegibsonedge.com/hs-fs/hubfs/Gibson%20UNISON%20Co_Horiz_Logo_Gold_White-1.png?width=2518&height=1088&name=Gibson%20UNISON%20Co_Horiz_Logo_Gold_White-1.png) ![Gibson Logo](https://www.thegibsonedge.com/hs-fs/hubfs/Gibson%20UNISON%20Co_Horiz_Logo_Gold_White-1.png?width=2518&height=1088&name=Gibson%20UNISON%20Co_Horiz_Logo_Gold_White-1.png) ](https://www.thegibsonedge.com/) [**](https://www.thegibsonedge.com/blog/santiago-jaramillo-on-entrepreneurship-inner-work-and-ai-transformation#tmpmodule_1568675152246189) - [Services](https://www.thegibsonedge.com/services) - [Employee Benefits](https://www.thegibsonedge.com/services/employee-benefits) - [Business Insurance](https://www.thegibsonedge.com/services/business-insurance) - [Private Client Group](https://www.thegibsonedge.com/services/private-client-group) - [Industries](https://www.thegibsonedge.com/industries) - [Insights & News](https://www.thegibsonedge.com/blog) - [Insights & News](https://www.thegibsonedge.com/blog) - [Webinars](https://www.thegibsonedge.com/webinars) - [Podcast](https://podcast.thegibsonedge.com) - [About Us](https://www.thegibsonedge.com/about-us) - [Become a Partner](https://www.thegibsonedge.com/become-a-partner) - [Leadership](https://www.thegibsonedge.com/leadership) - [Community Impact](https://www.thegibsonedge.com/impact) - [Sightline](https://www.thegibsonedge.com/sightline) - [About URA](https://www.thegibsonedge.com/ura) - [Offices](https://www.thegibsonedge.com/offices) - [Careers](https://www.thegibsonedge.com/careers) ** ###### 1 min read # [Santiago Jaramillo on entrepreneurship, inner work, and AI transformation](https://www.thegibsonedge.com/blog/santiago-jaramillo-on-entrepreneurship-inner-work-and-ai-transformation) Oct 23, 2025 6:30:00 AM ![The Edge Podcast Santi Jaramillo HS FT image quote 2](https://www.thegibsonedge.com/hs-fs/hubfs/The%20Edge%20Season%208/The%20Edge%20Podcast%20Santi%20Jaramillo%20HS%20FT%20image%20quote%202.jpg?width=750&height=437&name=The%20Edge%20Podcast%20Santi%20Jaramillo%20HS%20FT%20image%20quote%202.jpg) On this episode of The Edge, host Tim Leman sits down with entrepreneur and former CEO turned executive coach, [Santiago “Santi” Jaramillo](https://www.linkedin.com/in/santiagojaramillo/). Santi shares the arc of his journey—from growing up in Cali, Colombia, to building Emplify, to coaching leaders—and how those experiences shaped his approach to leadership, culture, and now AI adoption. They explore the importance of inner work after achieving external success, and Santi opens up about learning to separate self-worth from productivity, as well as the power of leading from love rather than fear. They also dig into why AI is first a cultural transformation, not just a technical one. 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