
The New Era of Sales Enablement: Content When Reps Need It Most
05/13/25 • 46 min
Are your sales reps struggling to implement the playbook you’ve invested so much in? Do you wish you could drive higher conversion rates without simply adding more headcount? Wondering how to use modern sales enablement to make your team smarter, faster, and more adaptive in every single call? This episode delivers practical answers for cybersecurity sales leaders striving for dramatic revenue growth.
In this conversation we discuss:
👉 How to eliminate non-selling work and enforce playbook adherence using just-in-time enablement
👉 Making enablement a real force multiplier through real-time role playing and AI-driven call prep
👉 Why content delivery, not just content storage, is the new frontier for improving sales performance
About our guest:
Ron Baden, Head of Sales at GTM Buddy, brings to the table decades of sales leadership experience and deep expertise in sales enablement. Having led teams at multiple enablement software companies, Ron specializes in scaling go-to-market teams and driving real behavioral change for revenue results.
Summary:
Ron shares actionable insights on bridging the execution gap in cybersecurity sales teams by refocusing on in-the-moment coaching, smarter sales enablement tech, and eliminating time-wasting tactics. Whether you’re chasing $10M ARR—or just maximum impact—this episode is packed with candid advice. Don’t miss it: listen now and accelerate your path to hitting ambitious revenue targets!
Connect with Ron Baden on LinkedIn and explore GTM Buddy at GTMBuddy.ai. Want to dig deeper? Book a 30-minute meeting with host Andrew Monaghan.
Follow me on LinkedIn for regular posts about growing your cybersecurity startup
Want to grow your revenue faster? Check out my consulting and training
Need ideas about how to grow your pipeline? Sign up for my newsletter.
Are your sales reps struggling to implement the playbook you’ve invested so much in? Do you wish you could drive higher conversion rates without simply adding more headcount? Wondering how to use modern sales enablement to make your team smarter, faster, and more adaptive in every single call? This episode delivers practical answers for cybersecurity sales leaders striving for dramatic revenue growth.
In this conversation we discuss:
👉 How to eliminate non-selling work and enforce playbook adherence using just-in-time enablement
👉 Making enablement a real force multiplier through real-time role playing and AI-driven call prep
👉 Why content delivery, not just content storage, is the new frontier for improving sales performance
About our guest:
Ron Baden, Head of Sales at GTM Buddy, brings to the table decades of sales leadership experience and deep expertise in sales enablement. Having led teams at multiple enablement software companies, Ron specializes in scaling go-to-market teams and driving real behavioral change for revenue results.
Summary:
Ron shares actionable insights on bridging the execution gap in cybersecurity sales teams by refocusing on in-the-moment coaching, smarter sales enablement tech, and eliminating time-wasting tactics. Whether you’re chasing $10M ARR—or just maximum impact—this episode is packed with candid advice. Don’t miss it: listen now and accelerate your path to hitting ambitious revenue targets!
Connect with Ron Baden on LinkedIn and explore GTM Buddy at GTMBuddy.ai. Want to dig deeper? Book a 30-minute meeting with host Andrew Monaghan.
Follow me on LinkedIn for regular posts about growing your cybersecurity startup
Want to grow your revenue faster? Check out my consulting and training
Need ideas about how to grow your pipeline? Sign up for my newsletter.
Previous Episode

Smallstep’s Groundbreaking Device Security: Lessons in Standards, Scale, and Startup Wins
Are you struggling to convince enterprise buyers to trust your early-stage cybersecurity startup? Wondering how to differentiate technical innovation in a crowded market? Curious about how device identity and hardware-bound credentials can change the sales conversation? In this exciting episode, we dive deep into device identity and discuss what it takes to build trust and credibility for a new security standard—directly from a finalist of the RSA Conference Innovation Sandbox.
In this conversation we discuss:
👉 The challenges and opportunities of tying access controls to hardware for higher security and easier enterprise adoption
👉 How Smallstep’s collaboration with Google led to a new security standard that major vendors like Apple are adopting
👉 Lessons for founders on selling to Fortune 500s and scaling enterprise relationships from the ground up
About our guest:
Mike Malone is the CEO and founder of Smallstep, a device identity platform company. With a background in engineering and extensive experience in standards development (including collaborations with Google, Apple, and more), Mike shares real go-to-market stories and hard-earned lessons from building in cybersecurity.
Summary:
Don’t miss this episode if you want actionable insights on enterprise go-to-market, security innovation, and emerging standards. Mike Malone reveals both the promise and pain points of championing a new protocol in cybersecurity—and how to “celebrate the wins” as your startup drives adoption with the largest enterprises. Tune in now to hear how Smallstep is paving the way for hardware-bound device identity!
Learn more and connect:
Follow me on LinkedIn for regular posts about growing your cybersecurity startup
Want to grow your revenue faster? Check out my consulting and training
Need ideas about how to grow your pipeline? Sign up for my newsletter.
Next Episode

Making “Channel First” Work (And Pay!) in Cybersecurity
Are you struggling to scale your cybersecurity sales team effectively while launching a disruptive new product? Wondering how to build a winning go-to-market culture, especially when working channel-first? Trying to figure out how to attract and enable the right channel partners to drive real revenue growth?
This episode dives deep into the practical strategies for sales and marketing leaders navigating these exact questions.
In this conversation we discuss:
👉 Building a collaborative and competitive sales culture for transformative product launches
👉 How to hire and empower the right “archetype” of sellers for complex, multi-stakeholder sales cycles
👉 Channel-first go-to-market strategies—partner enablement, compensation, and driving adoption with the right partners
About our guest:
Scott O'Rourke is the Chief Revenue Officer at Contrast Security, bringing a hands-on approach to building high-performing sales teams from the ground up. With a legacy of success scaling sales organizations at ZeroFox and beyond, Scott is now focused on launching Contrast’s Application Detection and Response (ADR) product to disrupt the application security market.
Summary:
Tune in as Scott shares his experience transforming sales teams, shifting to a channel-first strategy, and offering actionable insights on partner enablement, compensation models, and sales enablement—especially for cybersecurity companies with innovative offerings. If you’re leading sales or marketing in a fast-growing cybersecurity firm, don’t miss these hard-earned lessons and proven playbook. Listen now to unlock growth.
Connect with Scott and Learn More:
Scott O'Rourke on LinkedIn
Visit Contrast Security
Book time with the host: 30-minute meeting
Follow me on LinkedIn for regular posts about growing your cybersecurity startup
Want to grow your revenue faster? Check out my consulting and training
Need ideas about how to grow your pipeline? Sign up for my newsletter.
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