Deployment Strategist

Simple AI; San Francisco (CA); On-site; USD 140,000 - 220,000; Full time

Benefits offered by this job

Salary and equity

Office in SF

Health insurance

Free lunch

Late night Ubers

Team events

Job summary

Simple AI in San Francisco is seeking a Deployment Strategist to own the business side of our most important customer deployments. You’ll collaborate with Account Executives, Forward Deployed Engineers, and Engineering to turn complex workflows into production voice AI agents delivering measurable business value.

You’ll guide customers from discovery to launch, adoption, and expansion, owning the problem and outcome.

Qualifications

• Experience owning a complex customer engagement from an ambiguous problem through production and measurable results.
• Exceptional structured problem‑solving and the ability to translate stakeholder needs into priorities.
• Strong communication and executive presence with ability to learn from frontline users.
• High agency, urgency, and willingness to work in person with the team in San Francisco.

Responsibilities

• Own deployments from discovery through launch, adoption, and expansion.
• Turn complex enterprise workflows into production voice AI agents that deliver value.
• Lead customers and internal teams, managing priorities and timelines.
• Help build Simple’s deployment playbook from the ground up.

Skills

Stakeholder management

Structured problem solving

Executive presence

In-person collaboration

Education

Technical degree

Tools

Prompt engineering

Job description

About Simple

Simple AI is building state of the art voice AI agents for enterprise. Our realistic agents help iconic businesses like Doordash, xAI, and Omaha Steaks handle all kinds of phone operations, from customer support to order intake to lead qualifications. We are growing revenue like crazy and looking to hire a couple founding software engineers to help us stay afloat of current customer demand and also build out systems for the future. We are very excited about the potential for AI to change the world, and work out of our SF based office.

Simple AI raised $14M from world‑class investors and operators like Y Combinator, First Harmonic, Massive Tech Ventures, Michael Seibel, Jared Friedman, Alexandr Wang, Matt Van Horn, Suhail Doshi, and Scott Wu.

The Team

The founders (Catheryn and Zach) met while running software teams at YC, where they shipped tons of new products for YC founders, including YC’s co‑founder matching site. Cat previously worked at Instagram and Facebook and earned degrees in math and computer science at MIT. Zach previously studied computer science and statistics at U Chicago and led software at PEAK6. We have grown into a strong team of 20+ and are continuing to scale quickly.

About The Role

We’re hiring a Deployment Strategist to own the business side of Simple’s most important customer deployments. You’ll work alongside Account Executives, Forward Deployed Engineers, and Engineering to turn complex enterprise workflows into production voice AI agents that deliver measurable business value.

You’ll lead customers from discovery through launch, adoption, and expansion. This is not a traditional customer success or slide‑only strategy role. You’ll own the problem and the outcome, get into the operational and technical details, and help build Simple’s deployment playbook from the ground up.

What we offer

• Competitive salary & meaningful equity
• Employee‑friendly equity terms
• An office located in SF
• Health, dental & vision insurance
• Free lunch & dinner at the office
• Late night Ubers
• Regular team events & offsites

What You’ll Need

• Experience owning a complex customer engagement from an ambiguous problem through production and measurable results.
• Exceptional structured problem‑solving and the ability to turn competing stakeholder needs into clear priorities and execution plans.
• Strong communication and executive presence, paired with a willingness to learn directly from frontline users.
• High agency, urgency, low ego, and excitement to work in person with the team in San Francisco.

Nice To Have

• Previous experience with prompt engineering or working with AI/LLM‑based platforms.
• Technical background or technical degree.

Please note: At this time, Simple AI is unable to provide employment visa sponsorship for this role. We appreciate your interest and understanding.

Compensation Range: $140K - $220K