Enterprise Account Executive

Summary

Join OffSec, a leading cybersecurity training SaaS company, as a high-performing Enterprise Account Executive to drive growth in the Japanese market. You will be responsible for acquiring and managing large enterprise customer relationships across various industries. This role demands a proactive, consultative sales approach with experience in B2B enterprise SaaS and cybersecurity solutions. You will collaborate with customers and partners to build market presence and drive revenue. The position offers a fully remote work environment and flexible hours. OffSec provides equal employment opportunities to all employees.

Requirements

• 7+ years of experience in enterprise sales in B2B SaaS, e-learning, or cybersecurity training solutions
• 3+ years of selling cybersecurity solutions to enterprise customers
• Proven track record of exceeding sales targets, particularly in new business development and high-value enterprise deals
• Experience selling six-figure enterprise SaaS, e-learning, or technical training solutions
• Strong experience engaging with C-level executives and security leaders
• Ability to navigate complex sales cycles, leveraging solution selling methodologies like MEDDPICC, Challenger, CoM, or Win by Design
• Partner & Channel Sales Experience – ability to leverage alliances to accelerate revenue
• Proficiency in Salesforce, Gong, and LinkedIn Sales Navigator
• Bachelor’s degree required; MBA is a plus

Responsibilities

• Develop and execute a territory plan with clear short-, mid-, and long-term objectives
• Consistently meet and exceed ARR targets while ensuring an exceptional customer experience
• Drive new business development, including inbound lead follow-ups, outbound prospecting, and expanding existing accounts
• Lead complex sales cycles, working with multiple stakeholders across IT, security, and learning & development teams
• Position OffSec as a strategic partner to customers, helping them strengthen their cybersecurity posture
• Effectively engage and leverage partners, channels, and alliances to expand market reach
• Maintain an accurate sales forecast and ensure strong pipeline management
• Conduct compelling product demonstrations, sales presentations, and executive briefings to prospects and customers
• Collaborate cross-functionally with marketing, customer success, and product teams to drive customer success

Preferred Qualifications

MBA

Benefits

• Work from anywhere – We are a fully remote company
• Be part of a high-growth company in the fast-evolving cybersecurity sector
• Sell a market-leading, highly differentiated solution that helps customers tackle real-world security challenges
• Work hours for this position are flexible and will be performed from a home office