Jobgether

Security Solutions Engineer (Sales Engineer) — Red Team & Continuous Offensive Testing

Jobgether · Canada

Internet Marketplace Platforms · 11-50 employees

13 h ago
Remote Senior (5-10 yrs) Full-time Canada
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About the role

Lead technical discovery and design customized offensive security strategies to demonstrate real-world risks to prospective customers. Bridge the gap between technical attack scenarios and business outcomes for executive stakeholders and security leaders.

What they look for

Red Team Operations Adversary Simulation Penetration Testing Continuous Offensive Testing Pre-sales Engineering Technical Discovery Risk Assessment RFP Response Technical Presentation Solution Architecture Customer Engagement AI-powered Workflows

Requirements

Requires deep expertise in offensive cybersecurity, red teaming, and adversary simulation combined with strong pre-sales or consulting experience. Must be able to communicate complex technical findings as business risks to C-level executives.

Benefits

Fully Remote Work Flexible Working Hours Competitive Base Salary Uncapped Commission Opportunities Unlimited Paid Time Off Unlimited Training And Professional Development Opportunities Quarterly Company-wide Meetups

Full description

This position is listed on behalf of a partner company, who manages all applications and next steps. Our partner is looking for a Security Solutions Engineer (Sales Engineer) — Red Team & Continuous Offensive Testing based in Canada.

We are seeking a technically skilled Security Solutions Engineer who can bridge the gap between offensive cybersecurity expertise and enterprise sales. In this role, you will work alongside business development teams to design compelling technical strategies that demonstrate real-world security risks and the value of continuous offensive testing. You will engage with executive stakeholders, security leaders, and technical teams, translating complex attack scenarios into clear business outcomes. This position offers the opportunity to help shape a growing pre-sales function while collaborating with world-class security professionals in a fully remote, globally distributed environment. If you enjoy combining technical depth with customer engagement and strategic thinking, this is an opportunity to make a significant impact.

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Accountabilities: As a Security Solutions Engineer, you will play a central role in the technical sales process, helping prospective customers understand security risks and designing tailored offensive security engagements. You will collaborate closely with sales, technical teams, and customers to build trust, develop winning proposals, and support long-term client success.

  • Lead technical discovery sessions to assess customer environments, security maturity, attack surfaces, and business risks.
  • Develop customized attack strategies and technical proposals that demonstrate how continuous offensive testing addresses customer challenges.
  • Translate complex cybersecurity concepts and attack paths into business-focused risk assessments for executive and board-level audiences.
  • Deliver engaging product demonstrations, technical presentations, and solution workshops tailored to customer needs.
  • Own the technical response for RFPs, security questionnaires, procurement reviews, and vendor assessments.
  • Partner with account management teams to support renewals, quarterly business reviews, and expansion opportunities.
  • Develop technical sales collateral, industry-specific content, and thought leadership materials.
  • Build and improve AI-powered workflows and tools that enhance sales effectiveness and proposal quality.
  • Strengthen competitive positioning by educating internal sales teams and differentiating offensive security solutions from traditional penetration testing services.

Requirements:

The ideal candidate combines deep offensive security expertise with excellent communication and customer-facing skills. You should be comfortable engaging with both highly technical professionals and executive decision-makers while thriving in a fast-paced, remote-first environment.

  • Strong expertise in offensive cybersecurity, including Red Team operations, adversary simulation, penetration testing, and continuous offensive testing methodologies.
  • Previous experience in security pre-sales, sales engineering, technical consulting, or a hands-on offensive security role with customer interaction.
  • Ability to translate technical findings into business risk and communicate effectively with CISOs, executives, and technical stakeholders.
  • Strong proposal writing, documentation, and presentation skills.
  • Experience developing technical content, attack scenarios, and customer-facing solution materials.
  • Interest in leveraging AI tools and automation to improve technical sales processes.
  • Self-motivated with the ability to build processes and operate independently in a remote environment.
  • Willingness to travel internationally for client engagements, industry conferences, and company events.
  • Excellent written and verbal communication skills.

Benefits:

  • Fully remote work with the flexibility to work from anywhere.
  • Flexible working hours focused on outcomes rather than fixed schedules.
  • Competitive base salary with uncapped commission opportunities.
  • Unlimited paid time off to support work-life balance.
  • Unlimited training and professional development opportunities.
  • Quarterly company-wide meetups to collaborate and connect with global colleagues.
  • Opportunity to work alongside highly experienced offensive security professionals.
  • Collaborative, transparent culture with minimal bureaucracy and a strong focus on technical excellence.

\nHow Jobgether works:

We use an AI-powered matching process to ensure your application is reviewed quickly, objectively, and fairly against the role's core requirements. Our system identifies the top-fitting candidates, and this shortlist is then shared directly with the hiring company. The final decision and next steps (interviews, assessments) are managed by their internal team.

We appreciate your interest and wish you the best!

Why Apply Through Jobgether?

Data Privacy Notice: By submitting your application, you acknowledge that Jobgether will process your personal data to evaluate your candidacy and share relevant information with the hiring employer. This processing is based on legitimate interest and pre-contractual measures under applicable data protection laws (including GDPR). You may exercise your rights (access, rectification, erasure, objection) at any time.

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