Head of Financial Services

ROLLER
Austin, TX
On-site

Who this role is best for

A natural match if you have 10+ years in payments or fintech with a focus on platform models.

Best fit for

  • Candidates with 10+ years in payments or fintech, especially in platform-based models
    — “10+ years in payments or fintech, including 5+ years leading a function”
  • Individuals who have managed a P&L and worked with CFOs to defend financial performance
    — “You've owned a P&L - set the pricing, built the forecast, and defended the numbers with a CFO”
  • Professionals with experience in vertical SaaS platforms, particularly with SMB and mid-market merchants
    — “You've done this inside a vertical SaaS platform selling to SMB and mid-market merchants”
  • Leaders who have negotiated commercial terms with major acquirers or financial partners
    — “You've negotiated commercial terms with a major acquirer, processor or financial partner”

Things to consider

  • Requires managing global teams across multiple regions and time zones
    — “You're comfortable operating across regions and time zones”
  • Involves handling complex regulatory compliance across international markets
    — “Own regulatory and scheme compliance - surcharging, interchange pass-through”

How to stand out

  • Highlight experience in embedded lending or insurance, and platform-based payment models
    — “Bonus points for embedded lending or merchant cash advance”
  • Demonstrate your ability to build process and data in lean teams
    — “You build process, playbooks and data in a lean, evolving team”
  • Emphasize your experience in balancing merchant risk with go-to-market strategies
    — “the tension between go-to-market and risk are familiar territory”
  • Demonstrate executive-grade communication skills with board-ready documentation
    — “Executive-grade communication - you can write a board-ready section”
Pace · Fast PacedCollaboration · HighAutonomy · HighDecision Impact · Company

Derived from job-description analysis by Serendipath's career intelligence engine.

What success looks like

  • Own the Financial Services P&L
  • Scale ROLLER Capital and Instant Cash Out
  • Lead merchant risk and fraud
  • Manage the partner portfolio
  • Shape the financial services roadmap
Typical background
10+ years in payments or fintech5+ years in a senior commercial role

Skills & requirements

Required

Financial ServicesPaymentsFraud ManagementMerchant RiskFinancial Services RoadmapCommercial NegotiationsTeam Leadership

Preferred

LendingInsuranceRegulatory ComplianceZero Trust Security

About the role

Original posting from ROLLER via Greenhouse

About ROLLER

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

Perks!

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!

Source: ROLLER careers (Greenhouse)

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