Sales Automation Strategist

Forward Deployed Strategist

Chalk is the AI data platform built for inference. Customers come to us for two halves of the same problem: the context their models and agents run on, and the runtime they run in. Both sit inside the customer's own cloud.

Forward Deployed Strategists owns the technical direction of Chalk's integrations: what gets built, in what order, and whether it holds up. You sit alongside sales, delivery, account management, and support on your accounts, and you're the technical judge across all of it.

You'll work closely with FDEs, who build directly with customer engineering teams. Some of that work is model-driven: fraud, payments, underwriting, recommendations, pricing. Investigation agents that sit alongside data scientists, workflow automation, trust and safety, customer support, all of it running against real production context inside the customer's own environment.

Most problems start with the customer's architecture rather than ours. Run technical discovery: get inside how a customer's systems work, what is breaking, and what they are trying to ship

Design agentic solutions on Chalk: what an agent is allowed to reach, how it gets evaluated against real production context before it ships, and how it runs safely inside the customer's own cloud

Answer the questions a customer's principal engineers ask in week three. Partner with sales on the accounts where the decision is being made

Break work into projects with clear owners and dates, and hand the deep build work to the delivery engineers who will do it

Work with account management and support to keep the technical direction of an account coherent once it is live

Take what you learn in the field back to product and engineering, and argue for the changes that matter

Strong Python and SQL. You build prototypes and reference implementations, and you can read a customer's codebase and hold a conversation about it

Willing to tell a customer the thing they do not want to hear, including that a plan of theirs is wrong

This role only functions if sales, delivery, account management, and support all trust your read

Bonus Points

Experience deploying software into a customer's own cloud

Experience getting AI agents to run reliably against real production systems and real data

Domain depth in fraud, payments, underwriting, identity, recommendations, pricing, or logistics

Rust or C++

Chalk offers early team member equity and competitive benefits package in addition to the cash compensation.

We value diversity and inclusion and provide reasonable accommodations to anyone in need of individualized support.