Most applications go out cold — see where you stand first. No sign-up to start.
Don't just apply. Show up ready.
Olive works from this exact posting — no sign-up to start.
At a glance
Job overview
Simple AI is hiring a Deployment Strategist. Simple AI is building voice AI agents for enterprise and seeks a Deployment Strategist to own the business side of customer deployments, collaborating with account executives, engineers, and turning complex workflows into production voice AI solutions that deliver measurable value.
Key focus areas include Own the business side of Simple's most important customer deployments, Work alongside Account Executives, Forward Deployed Engineers, and Engineering, and Turn complex enterprise workflows into production voice AI agents.
Successful candidates bring Experience Owning Complex Customer Engagement, Willingness To Learn Directly From Frontline Users, and Work In Person With The Team In San Francisco. Important skills include Structured Problem-Solving, Communication, Executive Presence, High Agency, Urgency, and Low Ego. Preferred (not required): Prompt Engineering and Working With AI/LLM-Based Platforms.
Skills & qualifications
Skills
Qualifications
Benefits
Full job description
ABOUT SIMPLE
Simple AI http://usesimple.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 https://www.linkedin.com/in/catherynli/ and Zach https://www.linkedin.com/in/zach-kamran/) 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.
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
-
Commute Assistance
-
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.
IF YOU ARE EXCITED TO WORK DIRECTLY WITH CUSTOMERS AND BUILD AI AGENTS THAT RUN IN PRODUCTION, WE WOULD LOVE TO CHAT.
You've read the whole posting — now see how you match it.