Director of Sales, ROLLER
Inbound SMB
3 days a week in office
Management software for the leisure industry
Be an early applicant
Management software for the leisure industry
201-500 employees
Be an early applicant
3 days a week in office
201-500 employees
Company mission
To help create experiences that bring joy and happiness to the world.
Role
Who you are
- You are based in Austin, Texas, and thrive in a hybrid work environment
- 4-7+ years of sales leadership experience in B2B SaaS, ideally within high-velocity inbound or SMB environments
- Proven success leading Account Executives responsible for inbound conversion and full-cycle sales
- Strong operational mindset - you care deeply about metrics, conversion rates, forecast accuracy, and execution discipline
- Experience partnering closely with Marketing and RevOps to improve lead quality, routing, and funnel efficiency
- Demonstrated ability to coach reps on discovery, objection handling, deal qualification, and closing fundamentals
- Comfortable operating as a player-coach when needed without losing sight of team-level performance
- Clear communicator who can influence cross-functional stakeholders and create alignment around process improvements
- Proficient in Salesforce, Avoma & Google Workspace
What the job involves
- We’re hiring a Director of Sales (Inbound SMB) to lead and scale ROLLER’s inbound new business motion within our Small & Mid-Market segment across the U.S
- This role owns the performance, execution, and optimisation of our inbound funnel, from lead intake through to closed-won and expansion handoff. You’ll lead a team of Account Executives focused on converting high-interest inbound demand into new revenue, driving velocity, win rates, and predictable ACV growth
- Reporting to the RVP of Sales, you’ll partner closely across Marketing, RevOps, and Customer Success to ensure inbound pipeline is effectively qualified, routed, and converted. This is a hands-on leadership role for someone who thrives in the details of execution, coaching, forecasting accuracy, and process refinement
- This role is based in Austin, Texas and follows a hybrid work model, combining in-office collaboration with focused remote execution
- Own and optimize ROLLER’s inbound SMB sales motion, driving conversion rates, velocity, and revenue attainment across the team
- Lead, coach, and develop a team of SMB Account Executives, building a high-accountability culture focused on disciplined execution and consistent performance
- Partner closely with Marketing and RevOps to refine inbound qualification criteria, routing, SLA adherence, and pipeline hygiene
- Actively participate in deal strategy and provide hands-on support in complex or high-value opportunities when needed
- Maintain high standards of forecasting accuracy and pipeline management, identify risks early, and proactively drive corrective action
- Continuously improve onboarding, enablement, and sales process execution to increase ramp speed and performance consistency
- Analyse funnel performance metrics and implement data-driven improvements to increase conversion and ACV
- Recruit, hire, and develop top-performing SMB Account Executives
Application process
- Initial call with our Talent Team
- A first conversation to walk through your background, salary expectations, and any initial questions you have about ROLLER or the role
- Interview with the RVP of Sales
- A deeper discussion on the role, and your experience to date, with particular focus on your suitability for a high-growth, scaling organisation like ROLLER
- Loop Interviews
- This is a chance to meet with members of the team you’ll work with. You can hear all about what they’re working on, ask questions, and also share a bit about your experience and how you like to work
- Role Play Presentation
- This is where you will get to assemble all you have learned during the interview process for an onsite discovery call and presentation
- Offer
- If the fit feels right on both sides, we’ll complete reference checks and move to an offer
Our take
When it comes to digital tools, the leisure industry has been somewhat left behind. So businesses operating attractions generally have to cobble together solutions from ill-fitting CRMs, ticketing systems and spreadsheets. ROLLER exists to improve this situation by providing an all-in-one platform for managing guest experiences at attractions from trampoline parks to medieval fairs.
ROLLER is unique in its focus on the leisure and attractions industry, and its platform is highly regarded within the sector for its speed, flexibility and reliability. It is used by its customers to manage over 100 million visitors per year at over 1000 attractions, with billions of dollars in transactions annually.
Over the years, ROLLER has strengthened its position through collaborations, the raising of substantial funds and extensive R&D. In 2025, for example, the company secured $50 million to invest in AI innovation. It also acquired BookNow Software, a UK-based CRM-native booking and operations platform, which strengthens support for its European customers.
Steph
Company Specialist at Welcome to the Jungle
Insights
15% employee growth in 12 months
Company
Funding (last 2 of 7 rounds)
Oct 2025
$54.4m
LATE VC
Nov 2023
$55.5m
SERIES C
Total funding: $140.5m
Company benefits
- Four ROLLER Recharge days per year (that is four additional days of leave that we all take off together as a team to rest and recuperate)
- Claim up to $120 work-from-home expenses per month
- 16 weeks paid Parental leave for primary carers and 4 weeks paid Parental leave for secondary carers
- Free Medical Insurance
- 401(k) Plan
- 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 well-being, access to coaching, education modules, weekly webinars, and more
- Work with a driven, fun, and switched-on team that likes to raise the bar in all we do
- Individual learning and development budget plus genuine career growth opportunities as we continue to expand!
Company HQ
East Cesar Chavez, Austin, TX
Leadership
Luke Finn
(Co-Founder & CEO)Prior to co-founding ROLLER they were an Analyst at Fulton Hogan.
Mark J Finn
(Co-Founder & CFO)Currently also a Mentor at Techstars and a Member of the Tech Council of Australia. Was previously Global Transformation Advisor at PwC. Before that was an Analyst for Macquarie Group.
Salary benchmarks
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