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Type: Full-time Contractor
About Us
Ottimate is an AI-powered AP [Accounts Payable] automation platform that empowers finance teams to reduce costs, prevent overpayments, detect fraud, and enforce policy compliance across the entire invoice-to-payment lifecycle.
The Role
We're looking for a Principal Product Manager to lead the strategy, roadmap, and execution for Ottimate's Payments and Expense Management product suite—encompassing our VendorPay and Ottimate Spend offerings. This is a leadership role in the Product organization. As a senior PM on the Payments and Expense side of our business, you'll shape the future of Ottimate's financial workflows—from virtual cards and invoice-free settlement to real-time expense tracking and spend control. You'll work cross-functionally with Engineering, Design, Finance, Partnerships, and GTM teams to deliver intuitive, scalable, and secure payment and spend experiences for our customers in hospitality, retail, and healthcare.
Responsibilities
- Own the product vision and roadmap for Payments and Expense Management across VendorPay and Ottimate Spend
- Drive product discovery to uncover customer pain points, evolving needs, and industry trends
- Define, prioritize, and deliver high-impact features that power vendor payments, corporate cards, and real-time spend visibility
- Partner closely with Engineering and Design to deliver delightful, performant, and compliant solutions
- Collaborate with Finance, Risk, and Compliance teams to meet regulatory and security requirements across payment methods (ACH, virtual cards, check, etc.)
- Work with Sales, Success, and Marketing to support launches, enablement, and product positioning
- Evaluate partner and integration opportunities, especially in embedded finance, expense platforms, and vertical ERPs
- Serve as the internal and external product expert for all things Payments and Expense Management
- Track key metrics and user feedback to iterate, scale, and improve product performance and customer satisfaction
- 4+ years of product management experience, including at least 3 years in payments, fintech, or expense management
- Proven ability to lead complex product areas from 0 to 1 and 1 to scale
- Deep understanding of B2B payment flows, financial operations, and card ecosystems
- Demonstrated success driving growth and adoption in transactional or usage-based revenue models
- Strong data instincts and comfort with both qualitative research and quantitative analysis
- Exceptional collaboration and communication skills; thrives in cross-functional leadership
- Prior experience working in mid-size or growth-stage SaaS companies is a plus
- Bonus: Experience with vertical SaaS, AP/AR automation, or ERP integrations
- Understanding of US Regulatory environments such as FinCen, PCI, and NACHA rules
- Willingness to travel both internationally and domestically
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 while inspiring them to do their best work.
The specific benefits/perks we offer are continually evolving, but currently include:
- Competitive salary based on skills & experience
- 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
- You will be part of a growing team at a pivotal 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 the 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 none
- 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!
Key Skills
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