Forward Financing is a financial technology company based in Boston, Massachusetts with team members throughout the United States, Dominican Republic, and Canada. The company is on a mission to unlock the capital that fuels small businesses across America. Recognized as a Best Place to Work by Built In Boston and certified as a Great Place To Work®, Forward is investing in its employees, technology, and customer experience – with long-term success in mind every step of the way.Conduct manual penetration tests against each of our systems, and build the AI-assisted tooling and automation that extends how much ground those tests can cover.Help define how we pentest AI.

Bring us new ideas for testing LLM applications, agents, and agent-generated code, and build the ones that work into our regular testing.Perform secure code review across web applications, APIs, and AWS infrastructure.Build tooling and security services within the Forward application stack, including AI-assisted tooling that speeds up the security team's own work.Support the test-to-production review process so AI-built work is security-reviewed before promotion.Explain risk to engineers in enough detail that they can prioritize and fix what you found.Our security program is early enough that your work sets the standard. You'll have influence over how we test, what tooling we build, and how we secure AI-built software.Forward is a trusted source of fast, flexible funding for small businesses that have often been underserved by traditional financing options. When you join the team, you will help ensure all small businesses have access to the financial support they need to succeed.Our employees are empowered to choose where they want to work (whether that’s from home, in the office, or a combination of both) with flexible hours.5+ years in application security, offensive security,



or product security.Hands-on pentesting and code-review depth across web applications, APIs, and cloud infrastructure (AWS).Interest in using AI to solve problems, whether that's in your own workflow or in the systems you're testing.Understanding of AI/LLM attack surface: prompt injection, insecure agent tool use, and vulnerabilities characteristic of AI-generated code.Experience with modern programming languages such as Ruby, Python, TypeScript, or Go, and with secure SDLC practices.Ability to communicate risk and priorities to other security and software engineers.Typically has a Bachelor's Degree in Computer Science or equivalent technical degree, or equivalent industry experience.Experience contributing to bug-bounty or external testing programs.143,000-$183,000 CADAnnual Target Bonus: We take a market-based approach to pay, regularly reviewing benchmark data to ensure our compensation remains competitive, equitable, and aligned with our performance-driven culture.Final offers are determined by a variety of factors, including the candidate's qualifications, relevant experience, specific skills, and internal equity.

Additionally, we offer a comprehensive total rewards package, including but not limited to: medical, dental, vision, a flexible time-off policy, paid parental leave, RRSP match, wellness reimbursement, volunteering days, annual professional development budget, and charitable donation match.Forward is proud to be a remote-first company, keeping workplace flexibility a top priority for our employees.



To help facilitate in-person collaboration, employees are welcome to work from one of our premiere office locations.When we aren’t collaborating to drive business and support our customers, we’re finding virtual and in-person ways to get to know our colleagues, celebrate team wins, and have fun together!Back the Builders: We are wired to fuel customer progress, not just provide support.Forward Financing is a fintech company based in Boston, Massachusetts with team members throughout the United States, Dominican Republic, and Canada. The company is on a mission to unlock the capital that fuels small businesses across America.

Whether facing challenges accessing traditional financing or simply needing a convenient, flexible solution, Forward is committed to funding more of the millions of small businesses nationwide. Plus, with their dedicated teams and award-winning service, customers get personalized support when they need it most.The company is A+ rated by the Better Business Bureau with an Excellent / 4.7 stars rating on Trustpilot.Recognized as a Best Place to Work by Built In Boston and certified as a Excellent Place To Work®, Forward is dedicated to empowering both its team and the customers they serve, helping them succeed and thrive.It is the policy of Forward Financing to ensure equal employment chance without discrimination or harassment on the basis of race, religion, national origin, status, age, sex, sexual orientation, gender identity or expression, marital or domestic/civil partnership status, disability, veteran status, genetic information, or any other basis protected by law. We welcome and encourage applications from people with disabilities.

As part of our commitment to a streamlined and equitable hiring experience, we use AI tools to assist with candidate screening and assessment. #

📌 Senior Application Security Engineer (Winnipeg)
🏢 Forward Financing
📍 Winnipeg