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Senior Commercial Counsel

Decagon - San Francisco, CA, United States - Hybrid - posted 2026-10-16

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Salary: USD 250,000 - 300,000 / annual

Decagon is a conversational AI platform enabling enterprises to deploy AI agents for customer support and operations across voice, chat, email, SMS, and other channels. Clients include Avis Budget Group, Block (Cash App/Square), Chime, Oura Health, and Hunter Douglas. The company is backed by a16z, Accel, Bain Capital Ventures, Coatue, and Index Ventures. You will serve as a senior strategic legal partner, leading the company's most complex, high-impact revenue-generating transactions. Your primary responsibilities include: - Leading strategy, negotiation, and execution of complex, high-value enterprise B2B agreements, including SaaS and on-premises licenses, data processing agreements (GDPR, CCPA), business associate agreements (HIPAA), information security agreements, professional services agreements, channel partner agreements, and other commercial and technology-related contracts. - Serving as a strategic partner to sales leadership on deal structuring, risk assessment, and negotiation strategy to accelerate revenue while protecting the business. - Partnering with cross-functional teams (finance, security, support, product) to resolve complex commercial and operational issues and support new go-to-market models, pricing structures, and programs. - Developing and improving form agreements and negotiation playbooks to drive consistency and scalability. - Contributing to the development of workflows and processes that enable the legal team to scale effectively, including contract negotiation, execution, and tracking of contractual obligations. - Supporting global expansion efforts, including go-to-market initiatives, privacy-by-design, and security-by-design programs. - Creating and delivering training to business teams on legal best practices, effective engagement with legal, and relevant legal and regulatory developments. You will work closely with sales leadership and other senior stakeholders to structure, negotiate, and close sophisticated enterprise SaaS, on-premises, and strategic commercial agreements. You will also support broader commercial legal initiatives, including advising on strategic go-to-market models, channel programs, privacy and regulatory matters, and commercial policies. The ideal candidate is a creative and analytical thinker with exceptional business judgment, highly detail-oriented, and pragmatic in approach. You will possess the strategic thinking, executive presence, and interpersonal skills necessary to build trusted advisor relationships across the organization while remaining approachable, collaborative, and solutions-oriented. You bring significant experience leading negotiations of complex, high-value commercial agreements with Fortune 500 and other sophisticated enterprise customers, frequently negotiating on customer paper and within highly regulated industries such as healthcare, financial services, and the public sector. You are comfortable navigating novel legal and commercial issues, balancing risk with business objectives, and partnering cross-functionally to drive strategic outcomes. You are an exceptional drafter and strategic negotiator who can quickly distinguish material legal risk from negotiable issues and develop practical solutions. You have a proven track record of serving as a trusted advisor to business leaders, successfully managing sophisticated counterparties, and mentoring attorneys. REQUIREMENTS: - JD or equivalent U.S. law degree and active bar membership in good standing in at least one U.S. jurisdiction. - 8+ years of commercial legal experience supporting technology companies in the SaaS industry with demonstrated experience leading complex, high-value enterprise technology transactions, including negotiations with Fortune 500 and other large enterprise customers. - Exceptional judgment with the ability to balance legal risk and business objectives in a fast-paced, high-growth environment. - Proven ability to build trusted relationships with senior business stakeholders and provide practical, business-oriented legal advice. - Significant experience with AI, data protection, and privacy laws (e.g., EU AI Act, GDPR, CCPA), information security terms, and technology contracting. - Outstanding drafting, negotiation, communication, and interpersonal skills. - Proven ability to independently manage numerous complex, business-critical matters and competing priorities. - Demonstrated ability to improve legal processes, develop scalable contracting resources, and drive operational excellence. PREFERRED: - Recognition from sales or business teams for exceptional partnership, responsiveness, and commercial judgment.

About Decagon

AI / Data / Infrastructure; SaaS / Enterprise Software — AI agents for customer support and enterprise operations.

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