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May 5, 2025 40 mins

Jason Rincker, the dynamic Chief Revenue Officer of Stronghold Data, joins us for an insightful conversation about the shifting landscapes of the IT world. From the modest roots of Stronghold Data in Joplin, Missouri, to its significant evolution under New Charter Technologies, Jason shares the compelling story of growth and adaptation. With a keen eye on the future, he discusses the mounting importance of automation, artificial intelligence, and the ever-critical roles of compliance and cybersecurity in shaping business strategies today. 

Reflecting on his career journey, Jason reveals how his early days selling newspaper subscriptions laid the groundwork for his problem-solving prowess and eventual rise in leadership. His personal stories provide a vivid picture of the joy in building connections and the instinctive shift from sales to leadership. Navigating the challenges of communication and continuous learning, he underscores the importance of clear dialogue and draws inspiration from influential reads like "The Go-Giver" and "Fans First", which have shaped his approach to adding value and fostering authentic leadership. 

In the realm of sales and technology, we explore the intricate relationship with CRM systems and the transformative potential of AI. Jason and I ponder how user-centric designs can revolutionize sales efficiency and eliminate data silos. The conversation rounds out with practical ways to connect with Stronghold Data, encouraging our listeners to tap into the wealth of knowledge shared by Jason. Don't miss out on this opportunity to learn how embracing AI and strategic CRM integrations can redefine the sales landscape, all while staying connected with the vibrant Sales Lead Dog community. 

Jason Rincker is the Chief Revenue Officer at Stronghold Data, where he drives innovation in cybersecurity and artificial intelligence to help businesses stay secure and competitive. With nearly three decades of experience and a knack for relationship-building, Jason has helped position Stronghold Data as a recognized industry leader, earning accolades like ChannelFutures MSP 501, MSP of the Year, and inclusion on the CRN MSP 500 list.

A trusted voice in tech, Jason has collaborated with the Department of Homeland Security, the FBI, and other major institutions to share insights on AI, digital transformation, and cybersecurity. Outside of work, he’s a committed community member—coaching baseball, volunteering, and squeezing in time for running or cycling when he can.

 

Quotes: 

"Embracing AI isn't just about technology—it's about future-proofing leadership and redefining business strategies for a dynamic world." 

"From selling newspapers to leading with purpose, every step of my journey has been about building connections and solving problems." 

"The essence of successful selling lies in understanding and addressing customer needs. It's about being a go-giver, not just a go-getter.” 

"Clear communication isn't just a leadership skill—it's the foundation of trust and effectiveness in any team." 

  Links: 

Jason’s LinkedIn - https://www.linkedin.com/in/jason-rincker-2a068956/  

Stronghold Data - https://strongholddata.com  

Find this episode and all other Sales Lead Dog episodes at https://empellorcrm.com/salesleaddog/  

 

Tired of your CRM sucking the life out of your team? Visit CRMShouldntSuck.com to get the book, get your CRM Impact Score, and discover how to rescue your system—and your sanity.

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