Today we’re talking to Jason Dobbs, CTO at PKWARE. We discuss how to know if you should pursue leadership, why it’s important to have parallel routes of growth within your company, and the bomb in Jason’s industry that is ChatGPT.

All of this right here, right now, on the Modern CTO Podcast! 

For more about PKWARE, check out their website:

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Produced by ProSeries Media.

About Jason Dobbs:

Jason Dobbs, Chief Technology Officer for PKWARE, boasts more than 20 years experience in software and product development. He is responsible for driving the product roadmap execution, overseeing software development, and leading lifecycle management for PKWARE’s entire software catalog. Prior to joining PKWARE, Dobbs held multiple leadership roles with SafeNet, most recently as a Managing Partner focused on corporate strategy and revenue generation.

Dobbs has been a vital part of several development teams, from launching software with startup Vesuvius Technologies to consulting on interactive technologies with Centare Group. His wide range of expertise and experience includes technology, IT, sales leadership, and management.

When he is not working on software development, Dobbs enjoys coaching youth robotics teams in his community and is an avid curler. He holds a BB in Information Systems from the University of Wisconsin.


PKWARE offers the only data discovery and protection solution that locates and secures sensitive data to minimize organizational risks and costs, regardless of device or environment. Our ultra-efficient, scalable software is simple to use on a broad range of data types and repositories, enabling precise, automated visibility and control of personal data, even in the fastest-moving, most complex IT environments. With more than 1,200 customers, including many of the world’s largest financial institutions, retailers, healthcare organizations, and government agencies, PKWARE continues to innovate as an award-winning global leader in data discovery, security, and compliance. To learn more, visit

Joel Beasley

Joel Beasley founded the Modern CTO Podcast in 2017 while writing his book, the Modern CTO book, with the goal of interviewing CTOs and sharing their experiences with others in the tech community.

Joel’s conversational style and insightful questions quickly gained traction, attracting high-profile guests such as Microsoft’s CTO, Kevin Scott, and T-Mobile’s CIO, Cody Stanford. With each episode, the podcast’s popularity continued to grow, and soon, Joel found himself with a waiting list of future guests.

Today, the Modern CTO Podcast has become the number one leadership and tech podcast in the world, with over 150k active listeners, including CTOs, lead developers, and rising tech leaders. Joel’s commitment to creating a conversational atmosphere for his guests to share their experiences has inspired a new generation of leaders and innovators.

As the success of the podcast grew, Joel founded ProSeries Media, a podcast production company that helps companies worldwide create their own podcasts. With a team of producers, content creators, and podcast bookers, ProSeries Media produces over ten shows, providing a platform for companies to connect with their audience and share their expertise.

Through his work on the Modern CTO Podcast and ProSeries Media, Joel Beasley has become a respected voice in the tech industry, inspiring others to share their knowledge and insights with the wider community. His passion for creating engaging content that informs, inspires, and entertains has made him a sought-after speaker and advisor on all things tech.

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