Enterprise & Strategic Account Executive – Taiwan

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’re seeking a high-performing Enterprise & Strategic Account Executive (AE) to drive growth in Taiwan. In this role, you will own and expand relationships with large enterprises, government agencies, and strategic accounts.

Taiwan represents a high-growth market with increasing demand for cybersecurity training and workforce development. You will be responsible for building pipeline, closing new business, and expanding existing enterprise accounts.

This role requires a strategic thinker and results-driven sales professional with experience selling B2B enterprise SaaS, cybersecurity solutions, or technical training products. You will work directly with customers and partners to position OffSec as the go-to provider for cybersecurity skills development.

Duties and responsibilities

• Develop and execute a territory strategy focused on enterprise and strategic accounts in Taiwan.
• Own the full sales cycle—from prospecting and discovery to closing six-figure deals and expanding key accounts.
• Meet and exceed ARR targets while delivering a world-class customer experience.
• Engage with C-level executives and security leaders, positioning OffSec as a key partner in cybersecurity workforce development.
• Collaborate with partners, channels, and alliances to identify and close new business opportunities.
• Lead compelling product demonstrations, sales presentations, and executive briefings for prospects and customers.
• Maintain an accurate sales forecast and ensure strong pipeline management.
• Act as a trusted advisor to customers, helping them solve critical cybersecurity training and workforce challenges.
• Work cross-functionally with marketing, customer success, and product teams to drive customer adoption and satisfaction.Qualifications & Experience.

Qualifications

• 7+ years of experience in enterprise sales selling B2B SaaS, e-learning, or cybersecurity training solutions.
• 3+ years of experience selling cybersecurity solutions in Taiwan.
• Proven track record of exceeding sales targets, particularly in strategic account expansion and high-value enterprise deals.
• Strong ability to sell to large enterprises and government agencies, navigating complex procurement processes.
• Experience closing six-figure enterprise SaaS, e-learning, or cybersecurity training solutions.
• Expertise in solution selling methodologies like MEDDPICC, Challenger, CoM, or Win by Design.
• Strong partner & channel sales experience – ability to leverage alliances for accelerated revenue growth.
• Proficiency in Salesforce, Gong, and LinkedIn Sales Navigator.
• 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?

• 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.

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.