Head of Financial Services

ROLLER; Austin (TX); Remote; USD 210,000 - 280,000; Full time

Benefits offered by this job

16 weeks paid parental leave

Flexible work environment

WeWork access depending on location

Vibe Tribe events and volunteering

Career growth and learning budget

Job summary

ROLLER is seeking a Head of Financial Services to own the embedded financial services business end to end. You will report to the Chief Product Officer and run it as a P&L, covering pricing, partner economics, risk, payments operations and roadmap.

You will lead relationships with major payments partners, work with Sales on enterprise deals, and provide the voice of Financial Services to leadership and board reporting.

Qualifications

• 10+ years in payments or fintech.
• 5+ years leading a function at a high-growth SaaS/tech company.
• P&L ownership experience.

Responsibilities

• Own the Financial Services P&L across payments, lending and insurance.
• Lead merchant risk and fraud framework across onboarding, reserves and disputes.
• Manage partner portfolio with major processors and vendors.
• Shape the financial services roadmap with Product and Engineering.
• Ensure regulatory compliance and merchant guidance across markets.

Skills

Payments/Fintech

P&L management

Platform payments

SaaS leadership

Merchant risk

Executive communication

Cross-region collaboration

Negotiation

Tools

Adyen

Stripe Connect

Job description

ROLLER is a global software-as-a-service company designed to help businesses in the leisure and attractions industry operate more efficiently and deliver great guest experiences. ROLLER helps its customers through a full suite of venue management features, including ticketing, point-of-sale, CRM, self-service kiosks, memberships, digital waivers, and more. We are a fast-growing global company with customers in over 30 countries and a wide array of industries like theme parks, museums, zoos, trampoline parks, water parks, aquariums, and wake parks - just to name a few!

At the heart of ROLLER is our team - which consists of 300+ highly energetic, driven, intelligent, and humble professionals, all contributing to help build a great and enduring business. We truly believe that the sky's the limit for us, and we are well on our way toward becoming a global success story. But most of all, we love what we do, and we are looking for like-minded people to join us on this amazing journey!

About the Role

We're looking for a Head of Financial Services to own ROLLER's embedded financial services business end to end. Reporting to our Chief Product Officer, you'll run it as a P&L: pricing, partner economics, merchant risk, payments operations and the financial services roadmap, working day to day with Product, Engineering, Finance, Legal and our go-to-market teams.

You'll be the senior commercial owner of our relationships with key payments partners, the person Sales brings into enterprise and franchise deals, and the voice of Financial Services to our senior leadership team and in board reporting. It's a hands-on leadership role in a lean team - you'll set the strategy and defend the numbers, and stay close enough to onboarding, payouts, reserves and disputes to know when something is wrong before a merchant tells us.

What You'll Do

• Own the Financial Services P&L - strategy, annual plan, revenue, margin, pricing and forecast across payments, lending and insurance
• Scale ROLLER Capital and Instant Cash Out - eligibility and offer rules, underwriting and portfolio risk with our lending partner, and the go-to-market that drives adoption - and take Refund Protection and the next products from launch to scale
• Lead merchant risk and fraud - own the framework across onboarding, reserves, fraud monitoring, chargebacks and account actions, balancing loss exposure against merchant experience
• Manage the partner portfolio - commercial terms, revenue share, pricing changes, governance and escalations with Adyen, Stripe, Cover Genius and our hardware vendors
• Shape the financial services roadmap with Product and Engineering - bring the commercial case through our launch process, prioritise with the payments squad, and make sure what we build lands with merchants and pays back
• Own regulatory and scheme compliance - surcharging, interchange pass-through and payment acceptance across our markets, turning regulatory change into clear merchant guidance
• Back Sales and enterprise customers - pricing approvals and deal support, enterprise and franchise-group deals and renewals, competitive positioning, and enablement so Sales, Customer Success and Support can sell and support financial services without you in the room
• Lead and develop the Financial Services team - build the runbooks, coverage and data that keep escalations off your desk, and hire against the plan as the business grows

About You

• You have 10+ years in payments or fintech, including 5+ years leading a function at a high-growth SaaS or technology company with strong tenure - we really value tenure in a scaling organisation as a requirement
• You've owned a P&L - set the pricing, built the forecast, and defended the numbers with a CFO
• You've run payments on a platform model - Adyen for Platforms, Stripe Connect, a PayFac or a marketplace - and you understand onboarding and KYC, settlement, reserves, disputes, and interchange and scheme-fee economics from the inside
• You've done this inside a vertical SaaS platform selling to SMB and mid-market merchants, so payments attach, repricing a back book and the tension between go-to-market and risk are familiar territory
• You've negotiated commercial terms with a major acquirer, processor or financial partner - revenue share, pricing changes, contract renewals
• Sound judgement on merchant risk - you've made reserve, fraud and account decisions under uncertainty and can explain them to a merchant and to a board
• Executive-grade communication - you can write a board-ready section, present to a senior leadership team, and turn a regulatory change into guidance a venue owner can act on
• You build process, playbooks and data in a lean, evolving team rather than inheriting a mature one - and you'll go deep in the operational detail when it matters
• You're comfortable operating across regions and time zones - we run across Australia, the US, Canada, the UK and Europe
• Bonus points for embedded lending or merchant cash advance, embedded insurance, payment hardware economics, hands‑on use of AI tooling, or experience in attractions, leisure or hospitality
• You get to work on a category‑leading product that customers love in a fun, high‑growth industry- check our Capterra and G2 reviews.
• Engage in our 'Vibe Tribe' - led by our team members; you can contribute to company‑wide initiatives directly. Regular events and social activities, fundraising & cause‑related campaigns... you name it. We're willing to make it happen!
• Team member Assistance Program to proactively support our team's health and wellbeing - access to coaching, education modules, weekly webinars, and more.
• 16 weeks paid Parental Leave for primary carers and 4 weeks paid Parental Leave for secondary carers
• Highly flexible work environment with an All Access pass to WeWork depending on your location
• Work with a driven, fun, and switched‑on team that likes to raise the bar in all we do.
• Individual learning & development budget plus genuine career growth opportunities as we continue to expand!