Forward Deployed Strategist
Chalk
San Francisco, United States Posted September 19, 2026
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Salary Range
$180,000 - $250,000
Job Description
Join Chalk, the AI data platform built for inference. As a Forward Deployed Strategist, you will own the technical direction of Chalk's integrations, working closely with sales, delivery, account management, and support. You will run technical discovery, advise on architecture and plans, design solutions, execute POCs, and keep the technical direction coherent once live. You will also take what you learn in the field back to product and engineering.
- Technical direction of Chalk’s integrations, including what gets built and in what order.
- Running technical discovery to understand how a customer's systems work and what they are trying to ship.
- Designing and scoping proof of concepts (POCs) to prove the value of Chalk's solutions.
- Real depth in production infrastructure, and a feel for how systems carrying live traffic actually fail
- You know how to scope a POC that proves the thing and nothing else, and you have said no to the ones that were never going to prove anything
- Willing to tell a customer the thing they do not want to hear, including that a plan of theirs is wrong
- You work well across a team. This role only functions if sales, delivery, account management, and support all trust your read
- Excellent written and verbal communication, problem-solving, storytelling, and analytical skills
- Strong Python and SQL. You build prototypes and reference implementations, and you can read a customer's codebase and hold a conversation about it
- Technical taste. You have opinions about how systems should be built and you can defend them against people who have opinions of their own
- You have advised engineering teams on systems you did not build, and they took the advice
- Experience deploying software into a customer's own cloud
- Domain depth in fraud, payments, underwriting, identity, recommendations, pricing, or logistics
- Rust or C++
- Experience getting AI agents to run reliably against real production systems and real data
Required Skills
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