Founding Director, Enterprise Sales

About CyberEd.io

CyberEd.io is the cybersecurity education and training division of ISMG, a global leader in cybersecurity intelligence. Founded over 20 years ago, ISMG is trusted by security professionals. CyberEd.io combines practitioner-led training, executive simulations, hands-on labs, industry-leading events, and on-demand learning into enterprise programs designed to strengthen security capabilities and demonstrate readiness.

The Opportunity

This is not a traditional sales leadership role. It's about building the commercial foundation for CyberEd.io’s next phase of growth. As the Founding Director of Enterprise Sales, you'll work closely with executive leadership to validate and refine the go-to-market strategy, identify key customer needs, and build a robust sales process. Initially, you'll focus on creating pipeline, closing deals, and gathering market intelligence. Over time, you'll transition into building and leading a high-performing enterprise sales team.

What You'll Do

• Partner with executive leadership to validate and refine CyberEd.io's go-to-market strategy.
• Gather customer feedback to continuously improve messaging, positioning, packaging, and market approach.
• Refined ideal customer profiles, buyer personas, and qualification criteria through real customer engagement.
• Develop repeatable sales processes, playbooks, and best practices that will support future growth.
• Establish forecasting, pipeline management, and sales operating rhythms.
• Identify, engage, and close new enterprise customers across CyberEd.io's portfolio of cybersecurity education and readiness solutions.
• Build trusted relationships with CISOs, security executives, L&D leaders, GRC leaders, CIOs, and executive buying committees.
• Own the complete enterprise sales cycle from prospecting through contract execution.
• Develop strategic account plans focused on long-term partnerships and multi-year enterprise agreements.
• Consistently build and manage a healthy pipeline while providing accurate forecasting.
• Serve as the voice of the customer by bringing market insights directly back to product and leadership.
• Identify competitive trends, customer objections, and emerging market opportunities.
• Help validate pricing, packaging, and commercial models through customer engagement.
• Work closely with Carlos and cross-functional stakeholders to continuously improve the customer offering.

Required Experience

• 8-10+ years of enterprise B2B sales experience, with a strong record of new business development.
• Significant experience selling cybersecurity training, cybersecurity education, cyber workforce development, or closely related enterprise cybersecurity solutions.
• Demonstrated success helping build or scale an early-stage business, startup, or new business unit.
• Experience selling directly to CISOs, security executives, and executive buying committees.
• Proven ability to create repeatable sales processes—not simply execute existing ones.
• Experience navigating long, complex enterprise sales cycles.

What Sets You Apart

• You're a builder.
• You enjoy solving problems that don't yet have documented processes.
• You thrive in environments where the playbook is still being written.
• You take ownership instead of waiting for direction.
• You naturally look for solutions before raising problems.
• You're energized by helping shape a business—not simply selling into one.

Why Join CyberEd.io?

• This is a rare opportunity to build something from the ground up while benefiting from the credibility and resources of an established global brand.
• CyberEd.io combines the agility of a startup with the strength of the ISMG ecosystem—including more than 20 years of trusted cybersecurity journalism, global events, practitioner expertise, and an engaged community of security leaders.
• That combination provides a unique competitive advantage as the business scales.
• You'll have the opportunity to build the commercial engine of an emerging cybersecurity business.
• You'll work directly with executive leadership to shape strategy.
• You'll influence product direction through real customer engagement.
• You'll create lasting impact on the future growth of CyberEd.io.
• You'll grow into a senior commercial leadership role as the organization scales.

Apply Now!

Visit ISMG.io/Education to learn more.