Commercial Counsel

About Us

Observe.AI is the leading AI agent platform for customer experience. It enables enterprises to deploy AI agents that automate customer interactions, delivering natural conversations for customers with predictable outcomes for the business.

Observe.AI combines advanced speech understanding, workflow automation, and enterprise-grade governance to execute end-to-end workflows with AI agents. It also enables teams to guide and augment human agents with AI copilots, and analyze 100% of human and AI interactions for insights, coaching, and quality management.

Companies like DoorDash, Affordable Care, Signify Health, and Verida use Observe.AI to transform customer experiences every day by accelerating service speed, increasing operational efficiency, and strengthening customer loyalty across every channel.

Why Join Us

Observe.AI is an AI Agent company in the customer experience industry. We build AI Agents that automate interactions, AI copilots that assist in real time, and post-interaction intelligence that drives decisions. We are looking for a highly skilled, pragmatic, business-minded Commercial Counsel to join our growing Legal team and sit at the heart of our revenue engine. You will be a trusted advisor to our revenue teams, helping us navigate complex agreements and close deals with confidence. 

As Commercial Counsel, you'll partner with leadership in Sales, Success, Alliances, and Product to negotiate a broad range of commercial agreements and high-impact deals, reduce cycle time, and scale our contracting playbooks as we grow. You'll translate risk into clear business options, enable the field with practical guidance, and help mature our templates, clause library, and contracting workflows. This is a great opportunity for legal professionals who desire to make an impact, thrive in a fast-paced environment and enjoy being at the forefront of innovation.

What you'll be doing

• Draft, review, and negotiate a wide variety of commercial contracts, including SaaS agreements, partnership agreements, vendor contracts, and any associated ancillary agreements.
•  Advise sales and the business on legal risks and liabilities (i.e. data use, privacy, and AI-specific considerations, etc.) offering practical, risk-balanced paths to signature.
• Serve as a business partner and provide practical, real-time legal counsel to help achieve business goals while maintaining a balanced risk profile.
• Collaborate with other teams, including finance, security, and product to align internal operations with external commitments.
• Identify and implement process improvements to accelerate deal closures, including maintaining and developing templates, fallbacks and clause libraries. Contribute to the creation of deal-desk guard rails and escalation criteria with the Head of Commercial Legal.
• Operationalize contracting with our CLM/ATS/CRM stack (e.g., Ironclad/DocuSign/Salesforce): accurate metadata, playbooked approvals, and clean handoffs to Order Ops/Finance.
• Enable the field with short trainings, FAQs, and one-pagers on common positions (data residency, AI model use, uptime/credits, termination, IP/feedback).
• Stay up-to-date on legal and regulatory developments impacting the AI and SaaS industries, including privacy regulations.

What you'll bring to the role

• Juris Doctor (JD) from an accredited law school, licensed to practice law in the United States.
• 5-10 years of commercial/technology transactions experience, with a significant amount of the time spent at a B2B SaaS or technology company
• Experience negotiating SaaS commercial terms (limitations of liability, indemnities, IP rights, usage/data rights, service levels, credits)
• Strong understanding of privacy and data security laws (e.g., GDPR, CCPA, HIPAA) and other regulations pertaining to businesses.
• Proven ability to prioritize and move quickly in a high-growth environment; crisp, plain-English drafting and strong stakeholder management with Sales leadership.
• Experience building contract playbooks, fallback positions, and scalable processes; familiarity with CLM and CRM tools (e.g., Ironclad/DocuSign/Salesforce).
• Exceptional attention to detail and the ability to manage multiple priorities and deadlines effectively.

Preferred Skills and Qualifications

• Prior experience in the AI or contact center industry.
• Comfort working with legal technology tools

Perks & Benefits

• Competitive compensation including equity
• Excellent medical, dental, and vision insurance options
• Flexible time off 
• 10 Company holidays + Winter Break and up to 16-weeks of parental leave
• 401K plan
• Quarterly Lifestyle Spend
• Monthly Mobile + Internet Stipend
• Pre-tax Commuter Benefits

Salary Range

The base salary compensation range targeted for this full-time position is $148,000-$200,000 Range per annum. Compensation may vary outside of this range depending on a number of factors, including a candidate's qualifications, skills, competencies and experience. Base pay is one part of the Total Package that is provided to compensate and recognize employees for their work, and this role may be eligible for additional discretionary bonuses/incentives and equity (in the form of options). This salary range is an estimate, and the actual salary may vary based on the Company's compensation practices.

Our Commitment to Inclusion and Belonging

Observe.AI is an Equal Employment Opportunity employer that proudly pursues and hires a diverse workforce. Observe AI does not make hiring or employment decisions on the basis of race, color, religion or religious belief, ethnic or national origin, nationality, sex, gender, gender identity, sexual orientation, disability, age, military or veteran status, or any other basis protected by applicable local, state, or federal laws or prohibited by Company policy. Observe.AI also strives for a healthy and safe workplace and strictly prohibits harassment of any kind.

We welcome all people. We celebrate diversity of all kinds and are committed to creating an inclusive culture built on a foundation of respect for all individuals. We seek to hire, develop, and retain talented people from all backgrounds. Individuals from non-traditional backgrounds, historically marginalized or underrepresented groups are strongly encouraged to apply.

If you are ambitious, make an impact wherever you go, and you're ready to shape the future of Observe.AI, we encourage you to apply. For more information, visit