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[Remote] Senior Product Manager

Remote · Canada Full-time

Note: The job is a remote job and is open to candidates in USA. Ottimate is an AI-native accounts payable automation and payments platform serving mid-market operators. The Senior Product Manager will own data validation processes, partnering with ML engineering and data science to enhance accuracy and streamline invoice handling.

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

Skills

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

Benefits

  • 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

Company Overview

  • Ottimate is a software tool that offers industry-customizable AP automation solutions for restaurants, healthcare, and construction. It was founded in 2014, and is headquartered in San Francisco, California, USA, with a workforce of 51-200 employees. Its website is https://ottimate.com.
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