SMB Account Executive, ROLLER

• Consultative Selling & Negotiation – Ability to understand customer needs, present compelling solutions, and close deals effectively
• Pipeline Management & Prospecting – Proactively generate leads, qualify opportunities, and manage a high-volume sales pipeline
• Customer-Centric Problem-Solving – Strong ability to listen, identify challenges, and position ROLLER as the best-fit solution
• Strong Communication & Influence – Ability to engage and persuade stakeholders at all levels, from frontline operators to business owners
• Data-Driven Decision Making – Use metrics and insights to guide prospecting efforts and optimize sales performance
• Time Management & Prioritization – Ability to juggle multiple deals simultaneously, managing priorities effectively
• Adaptability & Resilience – Thrive in a fast-paced, dynamic environment, learning from feedback and continuously improving
• Proven experience in B2B sales, preferably in SaaS, hospitality, or venue management industries
• Strong track record of hitting and exceeding quota in a sales-driven environment
• Consultative sales experience, with the ability to tailor solutions based on customer needs
• Ability to manage the full sales cycle, from prospecting to closing deals
• Experience working with CRM tools (e.g., Salesforce, HubSpot) and other sales engagement platforms
• Technologically savvy and comfortable learning new software
• A self-motivated, competitive, and goal-oriented mindset

Desirable

• As an SMB Account Executive at ROLLER, you will play a critical role in growing our market share by acquiring and expanding relationships with small and mid-sized businesses in the leisure and attractions industry. You’ll partner with a BDR to generate pipeline, qualify leads, and drive the full sales cycle from discovery to close
• This is an opportunity to accelerate your sales career in a high-growth SaaS company. You will be responsible for consultative selling, uncovering customer needs, and delivering tailored solutions that drive value for our customers. Your success will be measured by your ability to exceed sales targets, build lasting customer relationships, and contribute to ROLLER’s expansion
• Work inbound leads while also collaborating with your BDR partner to generate a net-new outbound pipeline
• Identify, research, and qualify prospective customers based on their business needs and potential fit
• Conduct high-impact discovery calls to understand customer pain points, goals, and decision-making processes
• Build trusted relationships with SMB customers, positioning ROLLER as a strategic partner
• Educate customers on the benefits of ROLLER’s solutions and how they align with their business objectives
• Develop and deliver compelling sales presentations and product demonstrations tailored to each prospect’s needs
• Own the entire sales cycle, from initial engagement to pricing negotiations and closing deals
• Effectively handle objections and navigate customer concerns with a problem-solving mindset
• Meet and exceed monthly, quarterly, and annual sales quotas
• Identify upsell and expansion opportunities to increase customer lifetime value
• Maintain an accurate sales forecast and pipeline using CRM tools (e.g., HubSpot, Salesforce)
• Partner with Marketing and BDR teams to refine outreach strategies and improve lead quality
• Work closely with Customer Success and Implementation teams to ensure smooth onboarding and long-term success
• Provide customer feedback to Product and Leadership teams to enhance ROLLER’s offerings
• Continuously develop your sales skills and industry knowledge to refine your approach

• Initial call with our Talent Acquisition Manager
• You'll have an initial call with our Talent Acquisition Manager to chat through some of your experience to date, salary expectations and you can check off any initial questions you might have
• Interview with the Hiring Manager
• You'll get to meet with the hiring manager to learn more about the role & ROLLER whilst also talking through your experience in more detail
• Sales Case Study
• You will demonstrate your ability to develop a quantitative Return on Investment (ROI) presentation for a prospective customer
• Team Interviews
• This is where you will get to meet our wider ROLLER team to do a 'vibe check' on us to make sure our culture & vibe meet what you are looking for!
• 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 all lights are green and the fit feel right, we'll conduct reference checks and you'll receive an offer to join!