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
Requirements
- 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.
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 while inspiring them to do their best work.
The specific benefits/perks we offer are continually evolving, but currently include:
- Compensation: $150K + Variable Bonus
- 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.
Beyond the tangible benefits, though:
- 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!
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.
