Demo

Regional Director, AI Deployment

Cursor
San Francisco, CA Full Time
POSTED ON 5/5/2026
AVAILABLE BEFORE 6/3/2026
Our mission is to automate coding. The first step in our journey is to build the best tool for professional programmers, using a combination of inventive research, design, and engineering. Our organization is very flat, and our team is small and talent dense. We particularly like people who are truth-seeking, passionate, and creative. We enjoy spirited debate, crazy ideas, and shipping code.

About The Role

As Regional Director, AI Deployment at Cursor, you'll lead and develop a team of AI Deployment Managers supporting some of our most strategic enterprise customers. This role exists to scale adoption quality and consistency as demand accelerates — translating Cursor's momentum into repeatable, high-impact deployment outcomes while preserving the speed, flexibility, and developer-first ethos that make Cursor successful.

You'll own the post-sale experience for our enterprise segment, working closely with Sales and Field Engineering to ensure customers achieve measurable engineering and business value from Cursor. This is a highly cross-functional role that sits at the intersection of customer success, technical depth, and strategic leadership.

What You'll Do

  • Hire, lead, and develop a team of AI Deployment — including onboarding, coaching, performance management, and ongoing skill development
  • Own post-sale account planning, with accountability for account health, usage, risk mitigation, and expansion pipeline generation
  • Act as an escalation point for complex deployments and high-stakes enterprise accounts
  • Build lightweight, scalable processes that codify what works while preserving speed, flexibility, and low friction
  • Guide best practices around rollout strategy, prompt design, context configuration, and internal enablement
  • Partner closely with Sales and Field Engineering to deliver a seamless post-sale experience and support expansion opportunities
  • Collaborate with Product, Engineering, and Marketing to advocate for customer needs, influence roadmap priorities, and drive product adoption

You may be a fit if

  • You have 4 years of experience leading customer-facing technical teams in TAM, Solutions, Deployment, or similar roles
  • You have a strong understanding of software development lifecycles, engineering org structures, and AI-enabled developer tooling
  • You have a proven track record of driving adoption and influencing expansion through customer outcomes
  • You have executive presence and strong communication skills — comfortable whiteboarding with developers and discussing business value with VP- and CTO-level stakeholders
  • You're a high-agency, scrappy operator who thrives in fast-moving, ambiguous environments
  • You care deeply about AI and believe that transforming how software is written is one of the most important problems to work on right now

Our mission is to automate coding. The first step in our journey is to build the best tool for professional programmers, using a combination of inventive research, design, and engineering. Our organization is very flat, and our team is small and talent dense. We particularly like people who are truth-seeking, passionate, and creative. We enjoy spirited debate, crazy ideas, and shipping code.

What You'll Do

  • Hire, lead, and develop a team of AI Deployment — including onboarding, coaching, performance management, and ongoing skill development
  • Own post-sale account planning, with accountability for account health, usage, risk mitigation, and expansion pipeline generation
  • Act as an escalation point for complex deployments and high-stakes enterprise accounts
  • Build lightweight, scalable processes that codify what works while preserving speed, flexibility, and low friction
  • Guide best practices around rollout strategy, prompt design, context configuration, and internal enablement
  • Partner closely with Sales and Field Engineering to deliver a seamless post-sale experience and support expansion opportunities
  • Collaborate with Product, Engineering, and Marketing to advocate for customer needs, influence roadmap priorities, and drive product adoption

You may be a fit if

  • You have 4 years of experience leading customer-facing technical teams in TAM, Solutions, Deployment, or similar roles
  • You have a strong understanding of software development lifecycles, engineering org structures, and AI-enabled developer tooling
  • You have a proven track record of driving adoption and influencing expansion through customer outcomes
  • You have executive presence and strong communication skills — comfortable whiteboarding with developers and discussing business value with VP- and CTO-level stakeholders
  • You're a high-agency, scrappy operator who thrives in fast-moving, ambiguous environments
  • You care deeply about AI and believe that transforming how software is written is one of the most important problems to work on right now

Salary.com Estimation for Regional Director, AI Deployment in San Francisco, CA
$209,683 to $269,951
If your compensation planning software is too rigid to deploy winning incentive strategies, it’s time to find an adaptable solution. Compensation Planning
Enhance your organization's compensation strategy with salary data sets that HR and team managers can use to pay your staff right. Surveys & Data Sets

What is the career path for a Regional Director, AI Deployment?

Sign up to receive alerts about other jobs on the Regional Director, AI Deployment career path by checking the boxes next to the positions that interest you.
Income Estimation: 
$210,320 - $336,719
Income Estimation: 
$250,499 - $776,974
Income Estimation: 
$179,606 - $233,815
Income Estimation: 
$211,413 - $298,244
Employees: Get a Salary Increase
View Core, Job Family, and Industry Job Skills and Competency Data for more than 15,000 Job Titles Skills Library

Job openings at Cursor

  • Cursor San Francisco, CA
  • Our mission is to automate coding. The first step in our journey is to build the best tool for professional programmers, using a combination of inventive r... more
  • Just Posted

  • Cursor York, NY
  • Our mission is to automate coding. The first step in our journey is to build the best tool for professional programmers, using a combination of inventive r... more
  • 1 Day Ago

  • Cursor San Francisco, CA
  • Our mission is to automate coding. The first step in our journey is to build the best tool for professional programmers, using a combination of inventive r... more
  • 2 Days Ago

  • Cursor San Francisco, CA
  • Our mission is to automate coding. The first step in our journey is to build the best tool for professional programmers, using a combination of inventive r... more
  • 2 Days Ago


Not the job you're looking for? Here are some other Regional Director, AI Deployment jobs in the San Francisco, CA area that may be a better fit.

  • Resolve AI San Francisco, CA
  • About Resolve AI Software maintenance and production troubleshooting have become a massive tax of engineering velocity. Resolve AI is solving this by build... more
  • 21 Days Ago

  • Eloquent AI San Francisco, CA
  • Meet Eloquent AI At Eloquent AI, we’re building the next generation of AI Operators—multimodal, autonomous systems that execute complex workflows across fr... more
  • 7 Days Ago

AI Assistant is available now!

Feel free to start your new journey!