Ready, Set, Midmarket!
Samara Lynn, Adam Dennison
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Midmarket CIO Priorities for 2026 - Why AI Can’t Move Faster Than Your Data Security
In the latest episode of Ready.Set.Midmarket!, Samara Lynn, senior editor of MES Computing, sits down with Ron Reiter, CTO and co‑founder of Sentra, to break down what midmarket IT leaders must get…
Ready.Set.Midmarket!: CISO Strategies In 2026
In this episode of Ready.Set.Midmarket! we explore the evolving landscape of cybersecurity leadership in 2026 with leading CISOs and industry innovators. Discover the key shifts, challenges, and…
AI Training & Certifications Midmarket IT Leaders Need in 2026 | Ready.Set.Midmarket!
Shadow AI is already here. Get practical guardrails, AI council tips, and the training/certs to scale safely—plus why agentic AI changes midmarket security. Guests Raj Dubey, CTO, LT, and Jay Bavisi,…
Ready.Set.Midmarket!: The Midmarket's Tech Road Ahead In 2026
Executive leadership wants AI and they want it now. Successful AI implementation is on IT executives' roadmaps in 2026 and that involves conveying realistic goals to executive leadership, engaging in…
AI Governance For The Midmarket
In this episode, vice president of midsize enterprise services at The Channel Company, Adam Dennison, Samara Lynn, senior editor of MES Computing, Jay Ferro, chief information, technology and product…
Ready.Set.Midmarket! Podcast: Rory Devine, VP, Robert Half Technology Solutions On A ‘No Fire, No Hire’ IT Job Market
In this episode of "Ready Set Mid-Market," hosts Adam Dennison and Samara Lynn are joined by Rory Devine, Vice President of National Technology Accounts at Robert Half Talent Solutions, to discuss…
Trust Your Gut During Cyberattacks
Branko Mitkovski is a 27-year veteran of the midmarket as a VP of IT. Mitkovski talks firsthand about navigating his organization through a potentially devastating cyber incident, and how no matter…
Ready.Set.Midmarket! Podcast: ‘Q-Day’ Is Coming. What Midmarket IT Leaders Should Do Now.
“Harvest now, decrypt later.” This directive will be motivation for an expected surge in an emerging threat: quantum computing cyberattacks. That is according to two experts on the matter who…
Ready.Set.Midmarket!: All About AI Poisoning
In this episode of Ready.Set.Midmarket! hosts Adam Dennison and Samara Lynn discuss the critical topic of AI poisoning with experts Vrajesh Bhavzar, co-founder and CEO, Operant.AI, and Sarfraz…
Ready.Set.Midmarket! Podcast: Tackling Shadow AI
In this episode, Adam Dennison and Samara Lynn discuss the emerging concept of shadow AI with Peter Garraghan, co-founder and CEO of MindGuard, a security company that offers red teaming for AI…
Ready.Set.Midmarket! Podcast: Balancing CIO and CISO Roles
Resource-strapped midmarket organizations often have a single IT executive pulling double duty as CIO and CISO. When is it time to put on your CIO hat versus your CISO one, and what is the best way…
Episode 7: Cyber Threat Intelligence
This episode delves into the evolving landscape of Cyber Threat Intelligence (CTI), emphasizing its importance for midmarket organizations. Experts Jawahar "Jawa" Sivasankar, who is the president of…
Ready.Set.Midmarket! Episode 6: From Air Force To Private Sector CISO
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Tariffs, Economic Turbulence: The Impact On Midmarket IT
In this episode of Ready, Set, Midmarket, host Adam Dennison and co-host Samara Lynn engage with CIOs Jay Ferro, Eric Tewey, and RC Woodson to discuss the current economic landscape and its impact on…
Protect AI Co-Founder and President, Daryan Dehghanpisheh, On Security and Best Practices For Implementing Agentic AI
In this episode of Ready, Set, Midmarket! the discussion revolves around agentic AI, its implications for midmarket organizations, and the associated security challenges. Daryan "D" Dehghanpisheh,…
Ready.Set.Midmarket! Episode 3: Tackling Tech Debt
Technical debt costs organizations nearly $3 million a year. Tech debt accumulates when companies take short cuts when writing code, by not updating legacy hardware, and for other reasons. Adam…
Ready.Set.Midmarket! Episode 2
In this episode: The Girl Scouts have great cookies, but did you know they also have great technology? Join us in our discussion with Michael Pompey, the Chief Information and Transformation Officer…
Ready.Set.Midmarket! Episode 1: The Midmarket's Tech Road Ahead In 2025
Welcome to the Ready.Set.Midmarket! podcast where we discuss the latest news, expert insights, tips and trends for midmarket IT leaders, hosted by Adam Dennison, VP of Midsized Enterprise Services…
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Ready, Set, Midmarket! has published 18 episodes since February 2025, covering topics in Business, Management.
Ready, Set, Midmarket! is currently highly active with new episodes monthly. Average episode length is 24m.
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