Founding Director, Enterprise Sales

About Cyber Ed.io | An ISMG Company

Cyber Ed.io is the cybersecurity education and training division of ISMG, a global leader in cybersecurity intelligence, trusted by security professionals for more than 20 years.

Unlike traditional learning platforms or content libraries, Cyber Ed.io helps organizations build and demonstrate measurable cyber readiness. We combine practitioner‑led training, executive simulations, hands‑on labs, industry‑leading events, and on‑demand learning into enterprise programs that help organizations strengthen their security capabilities and prove readiness to leadership, regulators, and customers.

Today, Cyber Ed.io is entering its next stage of growth.

The product has been built. The market opportunity is clear.
Now we’re looking for the commercial leader who will help define how we take it to market.

This is not a traditional sales leadership role. Nor is it simply an enterprise Account Executive position.

We’re looking for our first commercial leader—a builder who thrives in ambiguity, enjoys creating structure from scratch, and wants to play a foundational role in shaping the future of Cyber Ed.io.

As our Founding Director of Enterprise Sales
, you’ll partner closely with executive leadership to validate our go‑to‑market strategy, refine our ideal customer profile, develop repeatable sales processes, secure flagship enterprise customers, and build the commercial foundation that future sales teams will scale from.

Initially, you’ll operate as an individual contributor responsible for creating pipeline, closing enterprise business, and gathering market intelligence. As the business grows, you’ll transition into building and leading a high‑performing enterprise sales organization.

This role is ideal for someone who has successfully helped build an early‑stage cybersecurity company, business unit, or product—not someone who simply excelled within an already mature sales organization.

Build the Commercial Foundation

• Partner with executive leadership to validate and refine Cyber Ed.io’s go‑to‑market strategy.

• Gather customer feedback to continuously improve messaging, positioning, packaging, and market approach.

• Refine 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.

Drive Enterprise Revenue Growth

• Identify, engage, and close new enterprise customers across Cyber Ed.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.

Shape the Market Strategy

• 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.

Prepare the Business to Scale

As Cyber Ed.io matures, you’ll help transition the organization from founder‑led selling to a scalable commercial model by:

• Building repeatable sales methodologies.

• Developing onboarding materials and sales enablement resources.

• Helping recruit, mentor, and eventually lead future Account Executives.

• Creating a culture focused on accountability, ownership, curiosity, and continuous improvement.

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…