Product Counsel-USA

Fireflies.ai; Toronto; Remote; CAD 90,000 - 120,000; Full time

Job summary

A leading AI technology firm in Toronto is seeking a Technical Commercial Counsel to manage contract negotiations, align legal strategies with product and engineering teams, and automate legal workflows. The role demands a JD and significant experience in commercial contracts, along with strong technical fluency. Competitive compensation and flexible working hours are offered.

Benefits

Competitive compensation

Work remotely anywhere

Paid time off

Flexible leave policy

Tech reimbursements

Qualifications

• 3–5+ years' experience in commercial contracts.
• Able to read architecture docs and understand APIs.
• Experience with AI ethics and compliance frameworks.
• Proven ability to automate legal workflows.
• Exceptional negotiation and writing skills.

Responsibilities

• Contract negotiation and redlining for various agreements.
• Align legal positions with product and technical teams.
• Monitor AI regulation and data privacy developments.
• Design automated processes for legal workflows.

Skills

Negotiation

Technical fluency

Data privacy compliance

Automating workflows

Cross-functional communication

Education

JD or equivalent legal qualification

Tools

CLM platforms

AI tools

Job description

Overview

Join to apply for the Product Counsel-USA role at Fireflies.ai

Fireflies.ai is the leading AI teammate for meetings, trusted by over 20 million users across more than 700,000 organizations from fast-growing startups to Fortune 500 enterprises. Whether in sales, project management, marketing, operations, or product development, Fireflies is revolutionizing team collaboration by capturing knowledge, automating repetitive tasks, and enhancing productivity before, during, and after every meeting. Recognized as a category-defining platform, Fireflies has achieved unicorn status with a valuation exceeding $1 billion. This year, Ramp named Fireflies the 6th most popular AI platform, joining the ranks of OpenAI, Midjourney, and Anthropic. Chances are, you’ve already seen Fireflies in action quietly powering one of your recent meetings.

We are seeking a Technical Commercial Counsel to accelerate contract negotiation and deeply align legal strategy with our product, engineering, and security teams. This role is designed for someone who thrives at the intersection of law, technology, and business, and who can translate technical realities into negotiation levers and automated workflows. You will be critical in ensuring our agreements reflect both business objectives and the realities of building AI applications with private, secure data storage.

Key Responsibilities

• Contract Negotiation & Redlining
• Workflow Automation & Security Questionnaires
• Technical & Product Alignment
• Cross-Functional Collaboration
• Regulatory & Compliance Insight

Review, draft, and negotiate MSAs, NDAs, SOWs, DPAs, and strategic partnership agreements. Align legal positions with product architecture, AI feature sets, and privacy / security commitments. Proactively shape negotiation strategies that balance risk, speed, and customer trust.

Identify bottlenecks in the contract lifecycle and automate repetitive legal workflows (e.g., CLM systems, contract templating, AI-powered redline suggestions). Design and implement automated processes for handling customer security questionnaires and compliance documentation. Integrate contract and questionnaire review processes with internal systems (CRM, issue tracking, compliance tools). Standardize templates and responses for customer requests to improve efficiency and accuracy.

Partner with Engineering to deeply understand security positioning, data flows, encryption standards, and private storage infrastructure. Ensure contract terms and compliance documentation accurately reflect and protect Fireflies’ AI product capabilities, limitations, and privacy commitments. Translate technical realities and product features into negotiation levers for sales, partnerships and customer compliance requests.

Work closely with Sales, Customer Success, Security, and Product to ensure legal positions support business growth and customer compliance needs. Educate internal teams on best practices for managing security questionnaires, compliance-related inquiries, contractual obligations, and risk mitigation.

Monitor developments in AI regulation, data privacy (GDPR, CCPA, HIPAA, SOC 2, ISO 27001), and security compliance. Advise on how changing laws impact product design and customer agreements.

Requirements

• JD or equivalent legal qualification and 3–5+ years’ experience in commercial contracts, preferably in SaaS or AI technology.
• Strong technical fluency — able to read architecture docs, understand APIs, and converse with engineers about system design.
• Experience with data privacy, AI ethics, and compliance frameworks.
• Demonstrated ability to automate legal workflows using scripting, CLM platforms, or AI tools.
• Exceptional negotiation, writing, and cross-functional communication skills.
• Comfortable working in a fast-paced startup with high autonomy.

Why This Role Is Unique

• You’ll be at the intersection of legal, engineering, and product strategy.
• You won’t just review contracts — you’ll design systems to make the process faster and smarter.
• You’ll help define how Fireflies navigates the emerging legal + technical landscape for AI meetings, private storage and organization-wide automation.

Values That Are Important To Us

• You are a great communicator and champion of our culture.
• You are data-driven and customer-focused.
• You value fast & incremental engineering cycles.
• You maintain design excellence and minimize complexity.
• You measure your results & automate when possible.
• You get 10% better at something every week.
• You have an internal compass and take accountability & initiative.
• We value overcommunication, candid feedback, and a results-driven culture.

Perks And Benefits

• Competitive compensation
• Work remotely anywhere in your respective country
• Ability to move laterally within a team and grow rapidly
• Paid time off and flexible leave policy
• No boss culture
• Flexible working hours
• LGBTQ+ friendly
• Company offsites / virtual retreats
• Tech reimbursements

About Us

At Fireflies.ai, we’re revolutionizing the way teams interact with AI in their daily work. Our inclusive culture champions security, innovation, customer experience, and growth. Backed by $19 million from top-tier investors like Canaan, Khosla Ventures, and angels from Slack, Facebook, Dropbox, Amazon, and Salesforce, Fireflies is driven by a passionate 100+ member global team spanning 20+ countries and every timezone. We’re building a world-class, global-first team, and we dogfood our product to do so. We are an equal opportunity employer and strongly value diversity at our company because our team will be stronger with different perspectives and experiences. We do not discriminate based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.

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