Chuck Hegarty

Redegades AI - Chief Revenue Officer

Grand Rapids, Michigan, United States

About

At REDEGADES.AI, we design and deploy a custom AI solution that thinks, plans, and executes as part of your leadership team. How do we do this? We develop a customized system that has an in-depth knowledge of your company. REDEGADES.AI inputs your business philosophy, framework, and vision into a centralized system. Plus, we build a custom interface so that you can interact with whatever AI system (ChatGPT, Gemini, Claude) you want. In fact, you can even switch between systems.

Experience

  • Chief Revenue Officer (CRO) at Redegades
    Feb 2026 - Present · 6 mos

    AI: Your Co-CXO is a practical framework for embedding artificial intelligence into your business, not as a passive assistant, but as a core member of your leadership team.

  • Sales Team Structure Strategist at CreWorks
    Oct 2025 - Feb 2026 · 5 mos

    Create optimal sales team structure to maximize revenue generation. Are you a Start-up wanting to architect a sales structure beyond the Founder of the company as the main salesperson? Have you been in business for a while but have a plateau in sales and don't know how to scale? CreWorks can help you design a new sales structure or tweek your current sales structure to drive the business results you are looking for. With decades of sales, sales leadership, channel experience in both large and small companies I have seen what works and what doesn’t. The objective is to put a sales structure in place that is self-sufficient and sustaining not dependent on sales leadership. Sales leadership should be there to guide, lead, motive and execute on the sales structure in place.

  • Business Development Sales Manager at Vista IT Group
    May 2024 - Jan 2025 · 9 mos

    Lead a team of Enterprise Account Executives. Vista IT Group is a technology solutions provider serving customers in almost every state. Having deep roots in traditional data center infrastructure, our expertise makes us a strategic sourcing partner in conventional information technology supply chain.

  • Account Executive at Secureworks
    Aug 2022 - Feb 2024 · 1 yr 7 mos

    Secureworks® (NASDAQ: SCWX), a global cybersecurity leader, enables customers and partners to outpace and outmaneuver adversaries with more precision, so they can rapidly adapt and respond to market forces to meet their business needs. With a unique combination of cloud-native, SaaS security platform and intelligence-driven security solutions, informed by 20+ years of threat intelligence and research, no other security platform is grounded and informed with this much real-world experience.

  • Region Sales Manager at NTT Application Security
    May 2021 - Jul 2022 · 1 yr 3 mos

    WhiteHat Security is the leading advisor for application security with the most comprehensive platform powered by artificial and human intelligence. Trusted for nearly two decades by Fortune 500 organizations, WhiteHat Security helps organizations accelerate their digital future in our application-driven world. The company is an independent, wholly-owned subsidiary of NTT Ltd. and is based in San Jose, California, with regional offices across the U.S. and Europe. For more information, visit www.whitehatsec.com.