WHO WE ARE

SQUIRE is the leading business management system designed for the needs of barbers, shop owners, and their communities. We believe the pursuit of artistry and autonomy should not be restricted by the complexities of running a business. With SQUIRE, we provide custom-branded tools, resources, and guidance to help barbers of all stages and experience levels attract and retain more customers, efficiently manage their shop operations, and increase their revenue.

Founded in 2015, SQUIRE is trusted by barbers in 4,000+ shops in more than a thousand cities around the globe. From streamlined booking and opening new shops to real-time earning dashboards and building lasting customer relationships, SQUIRE supports shop owners in seamlessly bridging the gap between their personal craft and business goals. SQUIRE enables barbers everywhere to unlock their full potential both as artists and as entrepreneurs.

For more information, please visit getsquire.com or download the SQUIRE app from the App or Play Store.

SUMMARY

We are looking for a Principal Product Manager, Payments to lead the strategy and execution of our embedded payments platform within a B2B2C vertical SaaS ecosystem. Our platform enables businesses to seamlessly accept, manage, and reconcile payments from their end customers, processing $1B+ in annual transaction volume.

This role owns the full payments experience across our software, balancing merchant needs, end-customer experience, compliance, and platform scalability. You’ll work across product, engineering, risk, compliance, and go-to-market teams to ensure payments are a growth engine—not just infrastructure.

JOB DUTIES AND RESPONSIBILITIES

Product Strategy & Platform Ownership
Define and own the payments product vision and multi-year roadmap for a B2B2C vertical SaaS platform.
Lead strategy across embedded payments, onboarding, pricing, settlement, payouts, refunds, disputes, and reconciliation.
Ensure payments are tightly integrated into core SaaS workflows, driving merchant adoption, retention, and ARPU.
Evaluate and launch new capabilities such as industry-specific payment flows, financing, subscriptions, and value-added services.
Merchant & End-Customer Experience
Deeply understand the needs of platform customers (businesses) and their end users (consumers).
Design intuitive experiences for merchant onboarding, configuration, reporting, and cash flow visibility.
Optimize checkout and payment flows to maximize conversion, authorization rates, and customer satisfaction.
Execution & Cross-Functional Leadership
Partner with engineering to deliver highly reliable, scalable payment systems that support peak volumes and growth.
Translate complex platform requirements into clear PRDs, APIs, and success metrics.
Coordinate across risk, compliance, finance, operations, sales, and customer success to deliver end-to-end solutions.
Lead launches, migrations, and platform upgrades with minimal disruption to merchants.
Risk, Compliance & Trust
Own the product partnership with Risk, Compliance, and Legal to meet requirements including PCI, AML, KYC/KYB, and card network rules.
Balance friction and fraud prevention across merchant onboarding and end-customer payment flows.
Drive proactive improvements to disputes, chargebacks, and fraud tooling and processes.
Growth, Data & Outcomes
Define and track KPIs including payment adoption, take rate, authorization rate, payment success rate, fraud loss, and settlement SLAs.
Use data, experimentation, and customer insights to prioritize roadmap decisions.
Partner with finance and GTM teams on pricing, monetization, and payments-led growth strategies.
Leadership & Influence
Serve as the payments domain expert within the product organization.
Mentor PMs and raise the bar for platform thinking and execution.
Influence senior leaders with clear narratives around tradeoffs, risk, and opportunity.

REQUIREMENTS AND QUALIFICATIONS

8+ years of product management experience, including significant ownership of embedded or platform payments.
Proven experience building products in a B2B2C, marketplace, or vertical SaaS environment.
Hands-on experience with merchant onboarding, settlement, and reconciliation at scale.
Strong understanding of the payments ecosystem (processors, networks, acquiring, issuing).
Comfort operating in regulated environments and partnering closely with compliance and risk teams.
Ability to balance long-term platform investments with near-term revenue and customer needs.
Nice to Have
Experience monetizing payments within vertical software.
Familiarity with small business payment workflows
Experience expanding payments into new verticals or geographies.

WHAT WE OFFER

Base Salary ($200,000 - $220,000)
New hire stock grant
100% employer paid medical, dental, and vision insurance for you and your dependents
401K plan with company contribution
Generous PTO and Parental Leave policies