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ROLLER

GTM Compensation Analyst

Reposted 18 Days Ago
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In-Office or Remote
Hiring Remotely in CA
Senior level
In-Office or Remote
Hiring Remotely in CA
Senior level
Design, implement, and administer end-to-end go-to-market commission plans across sales, renewals, expansion, and solutions engineering. Calculate and ensure accurate payouts, partner with payroll, establish controls and governance, track attainment and quota metrics, analyze plan effectiveness, recommend adjustments and tooling (including commissions software), and use AI to automate repetitive tasks.
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About ROLLER

ROLLER isn’t your average SaaS company. We operate globally across 30+ countries, powering millions of real-world experiences in the leisure and attractions industry. What we build doesn’t just live on a screen. It shows up in busy venues, peak weekends, and unforgettable moments for guests.

Our mission is simple but ambitious: help operators run better businesses while creating great guest experiences. That means solving complex, real-world problems across ticketing, point of sale, self-service, memberships, kiosks, and digital waivers, all at meaningful scale.

Just as importantly, it’s the people. We’re a team of 300+ smart, grounded, and genuinely passionate humans working across the globe. We care about quality, ownership, and doing work we’re proud of, without taking ourselves too seriously.

We’re growing fast, aiming high, and building something that matters. If you want to work on real problems, with real customers, alongside people who care deeply about their craft and impact, ROLLER is a great place to do it.


Why You’ll Enjoy This Role!

🚀  Build it from the ground up - a true greenfield role: design ROLLER’s go-to-market commissions program from scratch, including the tooling to run it, and own it end to end.

🤝  High-visibility partnerships - work hand-in-hand with senior sales, finance, and revenue operations leaders, with real influence over how the go-to-market org is motivated, and a seat at the table when those decisions get made.

🌍  Genuine breadth - own commissions across the full go-to-market motion: new sales, renewals, expansion, and solutions engineering, not just one slice of it.

✨  Strategy and room to grow - blend plan strategy with hands-on analysis now, with scope to broaden into wider compensation (bonus, equity, and benefits) as ROLLER scales.


Why You Want To Work With Us!

🩷  Loved by Customers - ROLLER is consistently highly rated on Capterra and G2, and trusted by leading operators worldwide. That doesn’t happen by accident. Customer obsession isn’t a value on a wall here, it’s embedded in how we prioritise, build, and measure success.

🏆  A Great Place People Choose to Stay - We’ve been Great Place to Work certified across multiple regions for several years running. That reflects a culture that values trust, autonomy, and growth, and an environment where high standards and psychological safety coexist. ROLLER ranks in the top 5% of sales organisations to work for on RepVue!

💸  Competitive Package & Real Career Growth - We offer competitive compensation and benefits aligned to the level of ownership we expect. As ROLLER scales, so do the opportunities. People grow here by taking on bigger problems, broader scope, and greater responsibility. Progression is driven by impact and capability, not tenure, and strong performance is recognised and rewarded.


Why This Role Matters

Go-to-market commissions at ROLLER have outgrown being a side-of-desk task. Today the work is spread across the team, and as our sales, renewals, expansion, and solutions engineering motions have scaled, designing the plans, administering them, and analysing whether they actually work has become a full-time job in its own right. We’re hiring a dedicated owner to take the program end to end: building it, running it, and making sure every rep is paid accurately and on time, every cycle. Over time, there’s real scope for this role to grow into a broader compensation remit spanning bonus, short-term incentives, equity, and benefits as ROLLER scales.

This is a hands-on, senior individual-contributor role. It sits within People & Culture and reports to the Senior P&C Business Partner, working closely day to day with the CRO, the VPs of Sales and Solutions Engineering, Finance, and payroll.


What You’ll Do

Plan design & administration

  • Own the design and ongoing refinement of go-to-market commission plans across sales, renewals, expansion, and solutions engineering.
  • Generate and distribute compensation agreements for signature.
  • Calculate payouts accurately, and partner closely with payroll to ensure every rep is paid correctly and on time, in line with our payment cycle (currently quarterly).
  • Establish and maintain the controls, systems, and operating rhythms that keep the program well governed, accurate, and auditable.

Analysis, strategy & tooling

  • Measure whether plans are working by tracking attainment, quota achievement, and how many reps are hitting target.
  • Identify when plans are driving unintended behaviour and recommend adjustments to targets and mechanics.
  • Recommend and help stand up the right commissions / sales-comp tooling. ROLLER runs the program without a dedicated comp tool today (just Salesforce), so you’ll shape what we adopt.
  • Use data to recommend changes to plan structure as the business evolves.
  • Design scalable processes and workflows for the program, leveraging AI to cut down manual, repetitive work.

About You
  • You have a high appetite for Technology and AI and a natural curiosity for how it can transform your work. You’re comfortable using AI tools to automate repetitive ‘busy work,’ freeing you up to focus on high-impact work.
  • Around 7+ years of experience in go-to-market or sales commissions.
  • A software / SaaS background, with a clear understanding of how compensation works in a software business.
  • Experience building commission plans from the ground up, ideally at small-to-mid-size SaaS companies. If you’ve come from a larger company, you’ve also worked somewhere lean enough to build without ready-made infrastructure.
  • A genuine blend of strategy and analysis. You design the plans and run the numbers behind them, rather than purely executing.
  • Strong analytical and modelling skills, and confidence working across large data sets.
  • A hands-on operator who digs into the details rather than working from 10,000 feet. A strong communicator who moves fast, adapts well, and can influence and manage stakeholders across regions and outside official reporting lines, from sales, finance, revenue ops, and payroll to leaders like the CRO and RVPs.
  • A tertiary qualification in business, finance, or a related discipline is a plus, though hands-on experience matters most.
  • Keen to grow, interested in expanding over time into broader compensation, including bonus, short-term incentives, equity, and benefits, as the role evolves.

We believe AI is a career-defining inflection point. ROLLER is a fast adopter of new technology like AI, and every team member is empowered to own their learning and use the latest tools to supercharge their impact. We’re looking for candidates with the proficiency and curiosity to embrace AI and technology, not just as a technical skill, but as a core competency to help us achieve big goals.


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.

🌴  ROLLER Recharge days to celebrate and recharge once we’ve hit our goals

🎉  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

💡  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!

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