Santiago Jaramillo — Co-Founder
I’m the founder and co-CEO of Pragmatico, an AI cultural transformation company. I serve as a Fractional Chief AI Officer for organizations like Prime Hospitality Group and Audiochuck (creator of Crime Junkie), where we grew AI adoption from 12% intermittent use to 95% skilled, active usage. Building world-class teams that solve real business problems is what gets me out of bed in the morning. I'm also a 3x-exited founder and executive coach. I’ve spent the last decade helping hundreds of leaders transform their cultures through data-driven insights and coaching. I co-founded Emplify, an employee engagement measurement company, which was acquired by 15Five in 2021. I started my executive coaching practice shortly thereafter. On the personal side, I’m a proud Colombian immigrant, drummer, hot yoga enthusiast, and world traveler (40 countries and counting). Here on LinkedIn, I write about: - The human aspects of AI transformation - How to lead well without losing yourself - Lessons learned from my own entrepreneurial and leadership journey Other awards and accomplishments include: - Amazon best-selling author of “Agile Engagement” - Indiana Latino Businessman of the Year - Indianapolis Business Journal 40 Under 40 - Inc. Magazine's 30 Under 30 Whitehouse.gov "Champion of Change"
Stackforce AI infers this person is a SaaS executive specializing in AI transformation and leadership development.
Experience: 16 yrs 9 mos
Skills
- Ai Coaching
- Leadership Development
- Cultural Change Management
- Executive Coaching
- Executive Leadership
Career Highlights
- Founder of an AI cultural transformation company.
- 3x exited founder with extensive executive coaching experience.
- Amazon best-selling author and recognized business leader.
Work Experience
Pragmatico
Co-Founder, Co-CEO & AI Transformation Lead (1 yr 9 mos)
Inside-Out Leadership
Coach & Business Operating System Practice Lead (2 yrs 9 mos)
WithSanti.com
Executive Coach @ WithSanti.com (3 yrs 3 mos)
Self-employed
Sabbatical (9 mos)
15Five
15Five Senior Executive & Member of the Board (1 yr 1 mo)
Emplify - Employee Engagement
CEO & Co-Founder (Exited to 15Five) (5 yrs 7 mos)
Bluebridge
CEO & Founder (Exited to PushPay + Simpleview) (5 yrs 8 mos)
ExactTarget
Asia-Pacific Partnerships - Sydney, Australia (4 mos)
Competitive Intelligence (1 yr 1 mo)
Product Marketing 'Slingshot' (5 mos)
U.S. Music Camps
Founder (2 yrs)
Education
Bachelor of Science; Bachelor of Science at Indiana Wesleyan University