Strategist, Agent Development - Flagship Deployment

The role

You will lead end-to-end deployment for large strategic customers by managing the agent development life cycle. You will act as a strategic advisor to enterprise leaders and partner with cross-functional teams to transform business problems into AI agents.

What you will do

• Own the Agent Development Life Cycle from initial scope to production.
• Serve as a strategic advisor to enterprise leaders.
• Partner with customer working teams and executives day to day.
• Oversee overall program management and executive alignment.
• Navigate enterprise complexity with engineering and product teams.
• Surface unmet customer needs to shape product direction.
• Manage internal resourcing requirements.
• Drive financial success and optimize value exchange.
• Partner with Sales on commercial strategy.

Required qualifications

• 10+ years of relevant experience driving results in high stakes enterprise customer facing roles.
• Customer obsession and ability to build trusted relationships.
• Clear, direct, and persuasive communication across technical and non-technical audiences.
• Strong analytical and critical-thinking skills for strategic problem-solving.
• Technical aptitude including reading API documentation, understanding data models and system architecture.
• Track record of running multiple complex, high-visibility projects.

Nice to have

• Experience running a company, business unit, or forward deployed team.
• Experience building or deploying AI/LLM agents in production.
• Degree in Computer Science, Engineering, Mathematics, or a related technical field.
• MBA or comparable experience at the intersection of technology and business.

Benefits

• Flexible (unlimited) paid time off
• Medical, dental, and vision benefits for you and your family
• Life insurance and disability benefits
• Retirement plan dependent on country of employment
• Parental leave
• Fertility and family building benefits
• Lunch, snacks and coffee
• Discretionary benefit stipend
• Free alphorn lessons
• Equity plans for eligible full-time employees

About the company

Sierra is a platform for customer-facing AI agents working with large brands. The company is primarily an in-person company based in San Francisco.