Head of Product

Alternative PaymentsNew York, NY
Hybrid

About The Position

Alternative Payments is developing a financial operating system for Small and Medium-sized Businesses (SMBs), aiming to consolidate the fragmented technology stack that hinders service-based businesses. They began by perfecting accounts receivable for Managed Service Providers (MSPs) over five years and are now expanding their offerings to include accounts payable, AI-powered analytics, and other financial solutions. The company is currently at a pivotal stage, completing the integration of money movement functionalities and establishing the groundwork for a platform designed to fundamentally change how service businesses manage their finances. Alternative Payments is experiencing rapid growth, pursuing ambitious goals, and building a global team committed to creating a lasting impact. They foster an environment where diverse perspectives, deep collaboration, and a strong focus on customer impact drive the best solutions. The company is seeking a Head of Product to join their Product team. This individual will be responsible for the entire product vision across their expanding AI platform, which encompasses accounts receivable, accounts payable, and analytics. This position is particularly suited for a professional who excels in roles requiring extensive cross-functional ownership and deep technical understanding. The ideal candidate will play a hands-on role in defining product strategy, elevating the standards of the Product Management (PM) team, and spearheading innovation that seamlessly integrates data, artificial intelligence, and payments into a cohesive product experience. This hybrid role is open to candidates authorized to work in New York or Toronto.

Requirements

  • 10+ years of product experience, with meaningful time in financial technology (payments, lending, or money movement) or a vertical SaaS company with large payments revenue contribution.
  • Proven experience managing product managers and designers across a multi-product portfolio.
  • Technical enough to read a system design doc, challenge an engineering estimate, and help PMs write PRDs that engineering teams trust.
  • Fluency with AI as a product capability: you can articulate how you’ve implemented AI in a product org, not just team tooling, but as a product surface.
  • Conceptual depth with AI technology: familiarity with embeddings, RAG, and agent-based architectures at a level that earns engineering credibility.
  • Strong written and verbal communication skills; able to write clean strategy docs and run tight leadership reviews.

Nice To Haves

  • Experience managing design across an organization (product design + marketing design + sales collateral).
  • Prior experience transitioning product ownership from a founder — navigating that trust-building and handover process.
  • Track record of raising the technical floor in a PM team through coaching, process changes, or targeted hiring.
  • Comfort working in a fast-paced, high-ownership environment where the roadmap evolves quickly.

Responsibilities

  • Own the product roadmap across AR, AP, and analytics: understanding how these products intersect and where the gaps create friction for customers and engineering.
  • Manage and grow a team of product managers and product designers, overseeing product design scope across the organisation.
  • Work closely with PMs to sharpen PRDs and bring technical rigour to requirements, acting as the bridge between product and engineering when needed.
  • Define and own the future product vision for Alternative Payments, synthesising market signals, customer insight, and company strategy into a coherent roadmap.
  • Implement AI thoughtfully across the product organization, not just for workflow efficiency, but as a genuine product capability that creates value for partners.
  • Propose and establish best practices for how the product team operates: discovery, prioritization, documentation, and cross-functional collaboration.

Benefits

  • Competitive salary tailored to your experience, skills, and expertise.
  • Equity opportunities so you can share in our growth and success.
  • Unlimited PTO and flexibility when you need it the most.
  • Yearly learning & development stipend to help you grow and do your best work.
  • Own your impact: Lead meaningful, high-impact projects and collaborative initiatives that are shaping the future of FinTech and redefining how businesses get paid.
  • Collaborate: Work with a diverse, innovative team where every voice is heard and great ideas come from anywhere.
  • Grow with us: Your career journey is top of mind. We prioritize internal growth and give you the space to shape your path based on your goals — whether that’s deepening your expertise in your domain or exploring something new.
  • Thrive in a supportive culture: As a scaling start-up, there’s a lot to be done and initiative is key. We believe in shared learning, open communication, and building each other up. When one of us grows, we all do.
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