Senior Product Manager

About Ottimate

Ottimate is an AI-native accounts payable (AP) automation and payments platform serving mid-market, multi-location operators across hospitality, healthcare, grocery and retail, and client accounting services (CAS). We help finance teams capture, code, approve, and pay invoices with AI handling the repetitive work ? across AP automation, Vendor Pay payments, and spend management. We're PE-backed (FTV Partners) and moving fast toward a more autonomous, agentic future for B2B finance. It's a great time to join and own real surface area early.

About The Role

You'll own data validation ? the domain that determines whether an invoice can move from capture to approval without a human, and how the platform behaves when it can't. This covers invoice capture accuracy, line-item extraction, GL inference quality, confidence scoring, exception handling, and the human-in-the-loop validation experience that turns every correction into a better model.

This is a senior individual-contributor role at the heart of what makes Ottimate work. You'll partner closely with ML engineering and data science to push accuracy up and rework down, and with design to make the validation experience fast and trustworthy for AP teams.

Responsibilities

• Own the roadmap for data validation across the invoice lifecycle ? capture, extraction, coding, and matching ? with a clear goal of raising straight-through processing while protecting accuracy.
• Define how the platform reasons about confidence: when to auto-process, when to flag for review, and how to present exceptions so a human can resolve them in seconds.
• Partner with ML and data science on extraction and GL-inference model performance ? framing the problems, defining evaluation metrics, and prioritizing the data and feedback loops that improve them over time.
• Design the human-in-the-loop validation experience so that every correction an AP team makes feeds back into a smarter model.
• Own the metrics for data quality ? field- and line-item-level accuracy, exception rate, correction volume, and time-to-resolution ? and use them to drive the roadmap.
• Get deep on the messy realities of real invoices: multi-format documents, non-PO spend, complex multi-location chart structures, and long-tail vendors.
• Work with customer-facing teams to understand where validation breaks down in the field, and close the gap.

Requirements

• 5+ years in product management, with meaningful experience on data, ML, or automation products.
• Comfort working alongside data scientists and ML engineers ? you can frame an extraction or classification problem, reason about precision/recall trade-offs, and define what \"good\" means in metrics.
• A strong sense for human-in-the-loop product design: how to balance automation with human judgment, and how to make review fast.
• Analytical rigor ? you instrument, measure, and let data settle debates.
• Experience with B2B SaaS; fintech, AP/AR, document processing, or accounting-adjacent products a strong plus.

Nice to Have

• Familiarity with OCR/LLM extraction pipelines, intelligent document processing, or confidence-scored automation.
• Domain knowledge in accounts payable, GL coding, or finance operations.
• Exerience building feedback loops that convert user corrections into model improvements.

What Success Looks Like

In your first year, you've measurably improved capture and coding accuracy, reduced the exception and correction burden on AP teams, and built a validation layer that customers trust enough to let more of their invoices flow through untouched.

Benefits

We care deeply about making Ottimate an incredible place to work and invest a significant amount of time and energy into creating and maintaining a company culture that provides our team with a generous level of support whilst inspiring them to do our best work.

The specific benefits/perks we offer are continually evolving, but currently include:

• Salary Range: USD $145,000-160,000 per year + annual bonus.
• Medical, Dental, Vision and other Company-Subsidized Benefits for you and your family.
• Employer sponsored 401(k) with company match.
• Paid Time Off (and the encouragement to use it).
• Annual company retreats.
• Promote from within philosophy.

Beyond the tangible benefits though:

• You will be part of a growing team, at a pinnacle moment of scale for the business, and experience the excitement of working in a startup where each action makes a huge difference.
• You will have the agency to solve difficult problems creatively, the freedom to explore work that inspires you, and infrastructure to ensure you're constantly challenged and developing.
• You will work with sharp, passionate teammates solving some of the most unique challenges and positioning our product as a premier finance automation solution.?
• Our commitment to empowering a diverse and inclusive workforce, celebrating differences, and creating a safe space for our employees to bring their whole selves to work is second to note.
• We are transforming entire industries using innovative technology including Artificial Intelligence, Payment Tech, and Neural Networks.
• Our leaders lead with a people-first approach; 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.