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Salary: USD 200,000 - 400,000 / annual
Decagon is a conversational AI platform enabling enterprises to deploy AI agents for customer support and operations across voice, chat, email, SMS, and other channels. Customers include Avis Budget Group, Block (Cash App/Square), Chime, Oura Health, and Hunter Douglas.
As Engineering Lead for Strategic Deals, you will own the technical execution end-to-end for 1–3 of Decagon's largest customer deployments—each putting an AI agent in front of millions of users handling hundreds of millions of conversations annually. These are high-stakes, technically complex engagements that require custom solutions without off-the-shelf answers, operating under strict latency and reliability constraints at scale.
You will operate as the founding CTO for each deal: working directly with the customer's senior engineering and product leaders to understand their needs, deciding what Decagon must build, tech-leading a pod of 1–3 engineers to ship it, and productionizing the solution so it benefits the entire customer base. You own every technical workstream—infrastructure, agent build, model evaluation, research, and production reliability—and sit at the center of product strategy, shaping both individual deployments and the core product roadmap.
Key responsibilities include owning the technical build from POC through close and post-close stabilization; driving technical requirements directly with customer leadership and building internal champions; identifying and de-risking technical threats early; translating bespoke feature requests into generalizable, durable product improvements; and tech-leading your pod with clear direction, delivery accountability, and mentorship.
You bring 5+ years of software engineering experience, ideally as a strong engineering leader or ex-technical founder. You have a strong appetite for customer-facing work, comfort with high-stakes accounts amid ambiguity, and the ability to quickly assess technical paths, weigh risks, and make decisions under pressure. Experience productionizing agentic systems is a bonus.
Decagon is backed by a16z, Accel, Bain Capital Ventures, Coatue, and Index Ventures. The company is in-office in San Francisco, driven by values of execution, customer invention, winning mindset, and polymath thinking.
About Decagon
AI / Data / Infrastructure; SaaS / Enterprise Software — AI agents for customer support and enterprise operations.