INDIANAPOLIS (Dec. 10, 2025) – Pragmatico, an AI cultural transformation company founded in 2024, today announced the expansion of its founding team alongside record growth, new clients and an enhanced portfolio of AI transformation services.

Randy Stocklin has joined Pragmatico as co-founder and co-CEO. Stocklin is the founding partner of holding company Zeal, and former co-founder and CEO of One Click Ventures, an Inc. 5000 direct-to-consumer eyewear company. One Click earned numerous national and state accolades for growth and culture, including Entrepreneur’s Top Company Cultures and Inc. Magazine’s Best Places to Work. In 2018, One Click was acquired by FGX, an EssilorLuxottica company. EssilorLuxottica is a global leader in eyewear, with a portfolio of renowned brands including Ray-Ban, Oakley, and Foster Grant. As Pragmatico co-founder and co-CEO, Stocklin will help drive client outcomes, shape the company’s financial strategy, and build operational systems to support the company's rapidly growing AI transformation portfolio.

“It is an honor to join Pragmatico and partner with Santi. The opportunity to create lasting impact for clients and set a new standard for AI adoption is incredibly meaningful. I am energized by the tremendous potential to help mid-market companies navigate one of the most important transformations of our generation,” said Randy Stocklin, Pragmatico co-founder and co-CEO.

Stocklin’s appointment follows an explosive year of growth for Pragmatico. The company has seen nearly 2,000 percent revenue growth in its first 12 months of operation and led AI workflow consulting and upskilling for companies like Cornerstone Advertising, Threefold, Palmer Trucking and more. Pragmatico recently launched its flagship offering, the AI Cultural Adoption System, which has attracted clients including Indiana Farmers Insurance, Connico, Prime Hospitality Group, Michiana Contracting and Audiochuck, the creator of Crime Junkie, the first podcast to reach 500 million streams on Spotify.

“Most AI firms focus on the technology, but Pragmatico focused on our people and culture,” said Bob Baird, Audiochuck COO. “They understood that our challenge wasn't simply deploying AI tools; it was creating psychological safety, building skills, and designing the right incentives to actually drive behavior change. Today, skillful AI adoption is embedded in our culture and many employees are reporting saving significant hours per week through their AI usage.” 

Pragmatico has also inked a services distribution partnership with Braden Business Systems, an Indianapolis-based IT managed services provider. In addition to Pragmatico’s AI Cultural Adoption System, the company offers development of AI agents, AI automations and training & education workshops. The firm’s goal is to become the definitive standard for how 1,000+ mid-market companies embed AI into their cultural DNA, creating more than $1 billion in measurable productivity gains by 2030 and setting a gold standard for AI transformation.

“Right now, about 80 percent of companies are stuck using ChatGPT as a glorified search engine,” said Santi Jaramillo, co-founder and co-CEO and AI cultural adoption lead at Pragmatico. “That’s why we’re building Pragmatico to be more than an upskilling firm. We help organizations architect full AI cultural transformation: clear vision; responsible AI policy; psychological safety; training and accountability; and incentive structures that reward AI proficiency.” 

Pragmatico is currently hiring for the following roles: 

• Product & Technical Co-Founder / Chief Product Officer (CPO/CTO): Will lead internal product development and oversee the AI automation/agent development team serving clients and our internal operations.
• AI Transformation Lead/Strategist: Client-facing role partnering with co-founders to deliver Pragmatico’s AI Cultural Adoption System.
• First Sales Person: Work closely with Santi Jaramillo to close leads into clients through consultative selling. Fun to sell a differentiated product with fantastic product/market fit.
• Partnership Channel Lead: Build a nationwide partner program, beginning with IT managed services providers, to generate qualified client referrals.
• Client Delivery Lead: Drive customer success and shape the playbook for our customer success function.
• AI Trainer: Client-facing AI educator who will evolve and deliver AI training programs that build long-term capability and adoption within organizations.
• Chief of Staff: Act as a force multiplier for the founders by managing special projects, coordinating across functions, and building operational infrastructure.‍
• Marketing Content Lead (Part-time): Transform our strategic narrative into consistent content across LinkedIn, email, speaking, and partnerships.

Apply here: https://www.pragmatico.ai/careers 

About Pragmatico

Pragmatico transforms mid-market companies into AI-native to win in the AI economy. Founded by exited, operational business leaders, the firm guides companies through every stage of AI transformation: AI vision, policy, psychological safety, training/upskilling, adoption, ROI analytics, and development of agentic workflows. Pragmatico's mission is to make AI adoption human, practical, and permanent. 

Learn more at www.pragmatico.ai.