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How to Build an AI-Native Company: Santi Jaramillo on AI Adoption, Leadership Buy-In & Real Productivity Gains

RISE was able to speak to Pragmatico on the Build Boldly Podcast. Learn more about who they are, what they do, where to find them, how RISE has supported conversations around innovation and growth—and so much more.

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Lesson From Pragmatico

Santi Jaramillo’s episode is a powerful reminder that AI adoption is not really a software rollout—it is a leadership, culture, and behavior change challenge. For entrepreneurs and business owners, the lesson is clear: the companies that win will not be the ones that simply buy tools, but the ones that create a vision, train their teams, and build habits that turn AI into everyday leverage.

Leadership Must Go First

AI adoption starts at the top. If leaders are not committed, visible, and engaged, the rest of the organization will struggle to take the shift seriously.

Build a Clear Roadmap

Transformation happens faster when teams know where to start, what success looks like, and what steps come next over 90 days and beyond.

Start Simple, Then Scale

Businesses do not need to master every tool at once. Picking one platform, learning it well, and building confidence first creates a much stronger foundation.

Create Shared Learning

When employees share use cases, workflows, and lessons with one another, adoption accelerates across the business instead of staying siloed.

Focus on Daily Wins

The fastest way to drive adoption is to show people how AI helps with work they already do, like meetings, emails, calendars, and documents.

About Pragmatico

Helping Companies Turn AI Into Real Business Results

Pragmatico helps mid-market companies move from experimenting with AI tools to actually transforming how work gets done. Led by co-founder and co-CEO Santi Jaramillo, the company focuses on AI cultural transformation—helping organizations create vision, standardize tools, train teams, and build practical workflows that increase productivity. Rather than treating AI like a simple IT rollout, Pragmatico helps businesses approach it as a company-wide change initiative rooted in leadership, adoption, and measurable results.

Listen to them on Rise’s podcast, build boldly!

Learn how Pragmatico is helping businesses adopt AI with intention, create stronger internal alignment, and turn everyday work into a more productive, scalable operation.

Finding the Right Space

Growth Happens Faster in the Right Environment

One of the clearest themes from this episode is that transformation does not happen by accident—it takes support, accountability, and the right setting to learn and grow. That is where RISE can make a difference. Through community, collaboration, and an environment that helps business owners think beyond daily demands, RISE creates space for leaders to explore new ideas, share what is working, and build momentum. For founders navigating change, having the right space can help turn uncertainty into action.

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Key Podcast Takeaways

01.

RISE Creates Room to Think Bigger

Business owners need space to step back, learn, and make intentional decisions. RISE helps create that kind of environment for innovation and growth.

02.

Shared Community Speeds Adoption

When leaders and teams can learn from others, share ideas, and see real examples in action, it becomes much easier to embrace new tools and new ways of working.

03.

AI Is a Culture Shift, Not Just a Tool

The biggest takeaway from Pragmatico’s episode is that true AI success comes from leadership commitment, team training, and consistent habits—not just buying software.

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Learn How to Lease Business Space in Just 6 Simple Steps!

Whether you’re a sales rep needing minimal office space and room for inventory, a franchise requiring a blend of retail and storage space, or a therapist seeking a simple office, finding the right space is crucial. This guide will help you align each step with your business goals.

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“…coming to rise we realize it might be a little bit more expensive but it helps you grow as a business because it’s geared towards partnership with businesses.”

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Mike Smith

Owner, Smith Expo