Cengage Group
Director of Enterprise Sales
🇺🇸 Remote - US
🕑 Full-Time
💰 $90K - $100K
💻 Sales
🗓️ June 29th, 2025
CRM
Salesforce
Edtech.com's Summary
Cengage Group is hiring a Director of Enterprise Sales. This role involves leading and mentoring a team of Enterprise Account Executives, driving revenue growth with Fortune 1000 clients, and building strategic partnerships by managing the full sales cycle in the cybersecurity education sector.
Highlights
- Manage and grow a team of Enterprise Account Executives, fostering performance and accountability.
- Develop and execute revenue strategies targeting the acquisition and expansion of enterprise accounts.
- Build and maintain relationships with C-level executives to address cybersecurity training needs.
- Lead the entire sales process from prospecting through renewal with a consultative approach.
- Sell a comprehensive portfolio including Infosec Skills courses, boot camps, and security awareness training.
- Collaborate cross-functionally with marketing, product, and customer success teams.
- 8+ years of B2B enterprise sales experience with a record of exceeding quotas.
- 3+ years managing and scaling sales teams of 5 or more.
- Proficiency in Salesforce or similar CRM tools preferred, with strong data-driven sales forecasting skills.
- Base pay range of $90,000 to $100,000 USD, typically complemented by incentive compensation.
Director of Enterprise Sales Full Description
Director of Enterprise Sales (Remote)
United States
Full time
We believe in the power and joy of learning
At Cengage Group, our employees have a direct impact in helping students around the world discover the power and joy of learning. We are bonded by our shared purpose – driving innovation that helps millions of learners improve their lives and achieve their dreams through education.
Our culture values inclusion, engagement, and discovery
Our business is driven by our strong culture, and we know that creating an inclusive workplace is absolutely essential to the success of our company and our learners, as well as our individual well-being. We recognize the value of diverse perspectives in everything we do, and strive to ensure employees of all levels and backgrounds feel empowered to voice their ideas and bring their authentic selves to work. We achieve these priorities through programs, benefits, and initiatives that are integrated into the fabric of how we work every day. To learn more, please see https://www.cengagegroup.com/about/inclusion-and-belonging/.
At Infosec Institute, we are equipping enterprises with the knowledge and skills to stay ahead of cyber threats. As our Director of Enterprise Sales you’ll lead a high-performing team of Account Executives, drive growth across Fortune 1000 clients, and shape the future of cybersecurity education.
What you'll do here:
- Manage, mentor, and grow a team of Enterprise Account Executives, fostering a culture of performance, accountability, and continuous improvement.
- Own and execute a revenue strategy focused on acquiring and expanding enterprise accounts, with a focus on long-term partnerships.
- Build trusted relationships with C-level executives and key decision-makers to understand their cybersecurity training needs and position Infosec as a strategic partner.
- Oversee the entire sales process—from prospecting and discovery to negotiation, close, and renewal—ensuring a seamless and consultative experience.
- Sell our robust suite of solutions, including Infosec Skills (1,400+ courses), industry-recognized boot camps, and engaging security awareness training.
- Partner with marketing, product, and customer success teams to align on go-to-market strategies, customer feedback, and product enhancements.
- Develop and refine sales strategies to penetrate new enterprise accounts and deepen relationships with existing clients, using data and insights to drive decisions.
Skills you will need here:
- 8+ years of B2B enterprise sales experience with a strong track record of consistently exceeding quota in high-growth environments.
- 3+ years of experience successfully driving performance, coaching, mentoring and scaling teams of 5+ people.
- Demonstrated ability to close complex enterprise deals of $100K+ and navigate long sales cycles with multiple stakeholders.
- Skilled at communicating and presenting, specifically with engaging C-suite executives and articulating value at the highest levels.
- Ability to develop and implement long-term sales strategies that align with company goals and adapt to evolving market dynamics.
- Skilled at working cross-functionally with diverse teams to drive alignment and deliver a seamless customer experience.
- Deep understanding of enterprise customer needs and a consultative approach to solution selling that builds trust and long-term value.
- Comfortable using data to inform decisions, optimize sales processes, and forecast performance accurately.
- Thrives in fast-paced, evolving environments where innovation and agility are key to success.
Preferred
- Fluent in Salesforce or other CRM tools with a disciplined, data-informed approach to pipeline management and forecasting.
- Experience in cybersecurity or IT training is a plus—especially if you understand the challenges and opportunities facing today’s security leaders.
Infosec, a Cengage Group company, believes knowledge is power when fighting cybercrime. We help IT and security professionals advance their careers with skills development and certifications while empowering all employees with security awareness and privacy training to stay cyber safe at work and home. It’s our mission to equip all organizations and individuals with the know-how and confidence to outsmart cybercrime. We've been named to Madison's Top Workplaces and Chicago's Best Places to Work, and pride ourselves on our employee culture.
Cengage Group is committed to working with broad talent pools to attract and hire strong and most qualified individuals. Our job applicants are considered regardless of race, national origin, religion, sex, sexual orientation, genetic information, disability, age, veteran status, and any other classification protected by applicable federal, state, provincial or local laws.
Cengage is also committed to providing reasonable accommodations for qualified individuals with disabilities including during our job application process. If you are an applicant with a disability and require reasonable accommodation in our job application process, please contact us at accommodations.ta@cengage.com or at +1 (617) 289-7917.
About Cengage Group
Cengage Group, a global education technology company serving millions of learners, provides affordable, quality digital products and services that equip students with the skills and competencies needed to be job ready. For more than 100 years, we have enabled the power and joy of learning with trusted, engaging content, and now, integrated digital platforms. We serve the higher education, workforce skills, secondary education, English language teaching and research markets worldwide. Through our scalable technology, including MindTap and Cengage Unlimited, we support all learners who seek to improve their lives and achieve their dreams through education.
Compensation
At Cengage Group, we take great pride in our commitment to providing a comprehensive and rewarding Total Rewards package designed to support and empower our employees. Click here to learn more about our Total Rewards Philosophy.
The full base pay range has been provided for this position. Individual base pay will vary based on work schedule, qualifications, experience, internal equity, and geographic location. Sales roles often incorporate a significant incentive compensation program beyond this base pay range.$90,000.00 - $100,000.00 USD
Similar Jobs
National Humanities Manager
Savvas Learning Company
🇺🇸 Remote - US
Director, State Initiative Sales
Savvas Learning Company
🇺🇸 Remote - US
Global eCommerce Channel Director
Lego
🇺🇸 Hybrid - Boston, MA
Business Development Representative
Smart Technologies
🇺🇸 Remote - US
Account Executive (North America)
O’Reilly
🇺🇸 Remote - US
