Remote Director of AI Engineering

About the role

Description Location : Remote - United States only. About the role: Ottimate is building the AI-native future of accounts payable. Our platform processes millions of invoices across hundreds of enterprise customers, powered by a suite of ML models and agentic workflows. As Director of AI Engineering, you will own the full AI and ML layer of our product — from invoice understanding and vendor intelligence to our conversational AP Copilot and the next generation of autonomous AP agents. This is a hands-on leadership role. You will spend at least half your time writing code, architecting systems, and driving technical decisions alongside your team. You will also set the AI roadmap, partner cross-functionally with Product, Data, and Platform Engineering, and manage a distributed team of 8–10 engineers across Data and ML. We are looking for a senior technical manager or director — ideally someone who has thrived at a smaller company and is ready for a career step up into broader ownership. If you are energized by shipping real AI products, working with noisy real-world financial data, and building the systems that will define how enterprises automate AP, this role is for you. Responsibilities Technical Leadership Architect and ship production AI/ML systems — you write code, not just review it Own the AI roadmap end-to-end: prioritization, trade-offs, delivery Set technical standards for model quality, evals, observability, and reliability Drive adoption of agentic coding tools to multiply team velocity Claude Code, Cursor, Copilot, or equivalent — measure and improve PR throughput Partner with Platform Engineering on infrastructure, data pipelines, and APIs People build a high-trust remote culture Partner with Product on roadmap sequencing and scope trade-offs Work directly with customer-facing teams to close feedback loops on model quality Communicate AI capabilities and limitations clearly to non-technical stakeholders Model inspiring excellence, nurturing ideas, and finding creative ways to eliminate obstacles for cultivating growth. We truly love what we do and who we do it with - and we think you will too! Ottimate is an equal opportunity employer that is committed to diversity and inclusion. We do not discriminate based on race, color, national origin, religion, gender, gender expression, sexual orientation, age, veteran status, disability status, or marital status. If you are excited about the role but do not meet 100% of the qualifications listed above, we encourage you to apply. Nothing in this job posting should be construed as an offer or guarantee of employment. This job description is intended to describe the general nature and level of work being performed by employees assigned to this position. It is not intended to be an exhaustive list of all duties, responsibilities, qualifications, or working conditions associated with the position. Employees may be required to perform other job-related duties as assigned to meet business needs. Nothing in this job description creates a contract of employment, alters the at-will employment relationship where applicable, or guarantees any specific terms or conditions of employment. The Company reserves the right to modify this job description at any time, with or without notice, subject to applicable federal, state, and local law.