As businesses grow, so does the complexity of how work gets done.

Systems multiply. Processes become harder to manage. Teams spend more time coordinating than executing. And even with new technology, many organizations still struggle to turn strategy into consistent, day-to-day execution.

At Vsimple, we believe the future of work is about fixing that.

That’s why we’re excited to share an important milestone in our journey.

A Leadership Move Focused on Execution

Vsimple has named Co-Founder and CFO Gary Criscillis as President, marking a key step as the company continues to scale and expand its impact across industries.

Gary will lead day-to-day operational execution across the business, working closely with Co-Founder and CEO Buddy Bockweg and the Executive Leadership Team. His focus is simple but critical, ensuring the company runs with clarity, alignment, and discipline as it grows.

“Gary has helped build the foundation that positions Vsimple for this moment,” said Buddy Bockweg. “As we scale into the next era of AI-powered operations, he is the right leader to strengthen execution, drive alignment, and help operationalize our vision for the future of work.”

Why This Moment Matters

Mid-market companies are facing a common challenge.

Work is still scattered across email, spreadsheets, and disconnected systems. Even with tools in place, teams struggle to connect processes, maintain visibility, and keep work moving consistently.

This is where growth slows down.

Vsimple exists to solve that problem by helping companies bring their workflows, data, and communication into one place so work runs clearly from start to finish.

As more organizations look to AI to improve operations, the need for structured execution becomes even more important.

From AI Assistance to AI Execution

AI is changing how businesses operate. But most teams are still using it to assist work, not execute it.

Vsimple is focused on the next step.

The platform is expanding with AI agents designed to move beyond simple assistance and into real operational execution. This means:

• Automating workflows across teams

• Improving visibility into work as it moves

• Reducing manual coordination

• Helping teams make faster, more informed decisions

“This is one of the most important technology shifts of our lifetime,” said Bockweg. “The companies that win will use AI to eliminate operational friction, automate real work, and help their teams move faster and smarter.”

A Foundation Built for Growth

Gary has been a core part of Vsimple’s journey from the beginning.

As Co-Founder and CFO, he has helped shape the company’s financial strategy, operational discipline, and long-term direction. His leadership has been instrumental in building a business that is focused not just on growth, but on how that growth is executed.

“I’m honored to serve Vsimple as President during such an exciting stage of growth,” said Criscillis. “We believe AI agents will fundamentally change how businesses operate, and I’m excited to help lead the operational execution needed to scale that vision for our clients.”

Looking Ahead

This transition also allows Buddy to focus more on long-term vision, partnerships, and expanding Vsimple’s role in helping companies adopt AI in practical, meaningful ways.

Together, this leadership structure reflects where Vsimple is going.

Toward a future where:

• Work is connected

• Processes are clear

• AI helps execute, not just inform

• Teams spend less time managing work and more time delivering results

What This Means for You

If your team is dealing with scattered systems, manual processes, or lack of visibility, you’re not alone.

But the way work runs is changing.

The companies that move forward will be the ones that bring structure to their processes and use AI to execute work, not just analyze it.

That’s the future Vsimple is building.

Read more about this announcement here at Louisville Business First.