Enterprise Account Executive; Japan

About OffSec

Founded in 2007 by the creators of Kali Linux, OffSec (formerly Offensive Security) is a leading SaaS company specializing in cybersecurity training, workforce development, and professional education. Our world-class platform provides hands-on learning and cyber range capabilities, helping organizations of all sizes bridge the cybersecurity talent gap.

With customers in over 150 countries and team members across 40+ nations, OffSec operates as a truly global company, offering a collaborative, flexible, and remote-first culture. Our team consists of internationally recognized authors, conference speakers, and cybersecurity experts from both private and public sectors.

Excited about our mission and what we do? Apply and join us!

About the Job

We are looking for a high-performing Enterprise Account Executive (AE) to drive growth in Japan. You will be responsible for acquiring, expanding, and managing relationships with large enterprise customers across industries such as finance, technology, manufacturing, and government.

Japan represents a key strategic market with strong demand for cybersecurity skills development. This role requires a proactive, consultative salesperson with experience in B2B enterprise SaaS, cybersecurity, or workforce training solutions. You will work closely with enterprise customers and channel partners to build a strong market presence and drive revenue growth.

Duties and responsibilities

• Develop and execute a territory plan focused on acquiring and expanding enterprise accounts in Japan.
• Own the full sales cycle—from pipeline generation and discovery to closing six-figure enterprise deals.
• Meet and exceed ARR targets while ensuring high customer satisfaction and retention.
• Engage with C-level executives, security leaders, and training departments to position OffSec as a strategic partner.
• Lead compelling product demonstrations, sales presentations, and executive briefings for enterprise customers.
• Build and manage relationships with channel partners and alliances to accelerate growth in the market.
• Work cross-functionally with marketing, customer success, and product teams to ensure smooth customer onboarding and adoption.
• Maintain accurate pipeline forecasting and deal tracking in Salesforce.
• Stay informed about cybersecurity trends, regulations, and workforce challenges in Japan to tailor solutions for customers.

Qualifications

• 7+ years of enterprise sales experience in B2B SaaS, e-learning, or cybersecurity training solutions.
• 3+ years of selling cybersecurity solutions in the Japanese market.
• Proven track record of exceeding sales targets and managing high-value enterprise deals.
• Experience selling to large enterprises and government agencies, navigating complex procurement cycles.
• Strong ability to engage with C-level executives and security teams to drive decision-making.
• Knowledge of solution selling methodologies such as MEDDPICC, Challenger, CoM, or Win by Design.
• Experience working with channel partners and resellers to expand market reach.
• Proficiency in Salesforce, Gong, and LinkedIn Sales Navigator.
• Fluent in Japanese and business-level English (both written and spoken).
• Bachelor’s degree required; MBA is a plus.

Key Attributes for Success

• Self-starter mentality with a strong ability to manage complex enterprise sales cycles.
• Strong pipeline generation and deal execution skills.
• High-performance mindset – goal-oriented, adaptable, and resilient.
• Excellent negotiation and communication skills, with a consultative sales approach.
• Ability to thrive in a fast-paced, high-growth environment while working independently.

Why Join OffSec?

• Remote-first culture – Work from anywhere in Japan.
• Sell a market-leading, highly differentiated cybersecurity training solution.Competitive salary, performance-based incentives, and career growth opportunities.
• Work with some of the top cybersecurity professionals in the industry

Working conditions

This role is a full-time salaried position. Work hours for this position are flexible and will be performed from a home office.

Direct reports

This position has no direct reports.

EEO

OffSec provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws.

This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation and training.