License Advisory Manager

Apryse • CAD - Ontario - Remote, ON, CA, PE

4d • CA$93,000 - CA$130,000 • Remote

About The Position

We are looking for an Open Source License Advisory Manager to lead customer-facing engagements focused on identifying and resolving open-source license compliance issues, with a strong emphasis on the GNU Affero General Public License. This role sits at the intersection of technology, legal, and commercial strategy. You will analyze how customers use our software, identify potential compliance gaps, and guide them toward appropriate remediation paths. This often includes navigating complex discussions with engineering and legal teams and supporting commercial outcomes in collaboration with Sales. While this role includes software compliance and licensing advisory responsibilities, it is not an audit-focused position. We're looking for candidates with experience in software licensing, customer success, account management, sales, or commercial advisory roles. Candidates whose backgrounds are primarily in software auditing, accounting, or risk management may not be the best fit for this opportunity.

Requirements

• 3+ years of experience in software, SaaS, or developer-focused environments
• Background in one or more of the following: Solution Engineering / Pre-Sales, Technical Sales, Software Compliance or Licensing, IP / Legal-adjacent roles (paralegal experience is a plus)
• Solid understanding of the software development lifecycle (SDLC), including build, deployment, and integration patterns, and how these impact software licensing and compliance
• Ability to engage confidently with technical stakeholders (engineers, architects)
• Strong communication skills, including the ability to explain complex legal and technical concepts clearly
• Comfortable handling challenging conversations
• Analytical mindset with the ability to connect technical behavior to licensing implications
• Ability to work independently and navigate ambiguity

Nice To Haves

• Familiarity with open-source licenses, particularly the GPL family
• Experience with CRM tools such as Salesforce
• Exposure to PDF, document processing, or developer tooling ecosystems

Responsibilities

• Become a subject matter expert in AGPLv3 and other open-source licenses
• Understand Apryse/iText software commercial license models, current and past
• Collaborate closely with the Sales team during client engagements, providing subject matter expertise as needed.
• Identify and investigate potential open-source license non-compliance in customer environments
• Lead discussions with engineering and legal teams to explain compliance gaps and associated risks
• Translate technical findings into clear licensing implications under AGPL and similar licenses
• Drive resolution strategies, including alignment with commercial licensing where applicable
• Partner with Sales to support and progress compliance-driven opportunities
• Maintain structured documentation of all engagements in Salesforce

Benefits

• Competitive salary commensurate with experience & qualifications.
• A comprehensive extended benefits package.
• A great team environment and resources, supporting you to do the best work of your life and providing unlimited career growth potential.
• Highly autonomous and entrepreneurial environment.
• On going support for learning development so you can continue to master your craft.
• Work with the hardware you're most comfortable with (Windows or Mac)
• Diverse and inclusive workplace where we all learn from each other.
• Excellent work-life balance with a flexible remote work environment.

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed