Cengage Learning Holdings II, Inc. logo

Enterprise Account Executive (Remote)

Job Overview

Location

2 Locations

Job Type

Full-time

Category

Sales

Date Posted

May 22, 2026

Full Job Description

đź“‹ Description

  • • The Enterprise Account Executive is a high-impact hunter role focused on acquiring and closing new enterprise customers in the information security sector, driving strategic growth by breaking into large, complex organizations and establishing executive-level relationships.
  • • Day to day, the role involves managing new business acquisition in a designated enterprise territory targeting large strategic accounts (2,000+ employees), developing account penetration strategies, building and maintaining a robust pipeline through proactive prospecting (cold outreach, executive engagement, networking, industry events), identifying and engaging senior security and IT leaders (CISO, CIO, CTO), leading complex multi-stakeholder sales cycles from initial engagement to close, positioning InfoSec solutions in the context of business risk and compliance, driving deal strategy including competitive positioning and contract negotiations, and maintaining accurate pipeline management and forecasting.
  • • Cengage is a global education technology company serving millions of learners, with over 100 years of experience enabling the power and joy of learning through trusted content and integrated digital platforms like MindTap and Cengage Unlimited. The company serves higher education, workforce skills, secondary education, English language teaching, and research markets worldwide, and is committed to inclusion, engagement, and discovery as core cultural values.
  • • In this role, the individual can learn advanced enterprise sales techniques in the cybersecurity and SaaS space, develop expertise in selling complex InfoSec solutions to Fortune 500 organizations, refine executive-level communication and negotiation skills, gain deep exposure to long-cycle enterprise sales processes, and contribute meaningfully to Cengage Work’s mission of expanding access to job-ready skills and non-degree credentials for learners globally.

🎯 Requirements

  • • More than three years in B2B sales, emphasizing the generation of new business or growth of existing accounts
  • • Experience selling cybersecurity, SaaS, or enterprise technology solutions preferred
  • • Experience engaging and influencing senior collaborators, including C-level executives (CISO, CIO, CTO)
  • • Strong understanding of complex sales cycles and ability to manage multiple opportunities simultaneously
  • • Demonstrated ability to meet or exceed sales quotas in a high-growth environment
  • • Excellent communication, negotiation, and presentation skills
  • • Experience with CRM tools (e.g., Salesforce) and sales engagement platforms
  • • Bachelor’s degree or equivalent experience preferred

🏖️ Benefits

  • • Comprehensive and rewarding Total Rewards package designed to support and empower employees
  • • Opportunity to work with a global education technology company impacting millions of learners worldwide
  • • Commitment to inclusion, engagement, and discovery as core cultural values
  • • Access to scalable technology platforms like MindTap and Cengage Unlimited
  • • Reasonable accommodations for qualified individuals with disabilities during the application process

Skills & Technologies

Onsite
Degree Required

Ready to Apply?

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Cengage Learning Holdings II, Inc. logo
Cengage Learning Holdings II, Inc.
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About Cengage Learning Holdings II, Inc.

Cengage provides higher education course materials, digital learning platforms, and e-textbooks. Its offerings include MindTap, WebAssign, and Cengage Unlimited, serving colleges, universities, students, and lifelong learners worldwide.

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