Senior AI Sales Executive

Job Context Many businesses in our customers' world run on tight profit margins — around 5% on average. We've built the AI back-office solution to change that. We're not asking you to squeeze more money from customers — we're asking you to help them become more profitable than they've ever been. That's the job. That's the mission. The Mission As a Senior AI Sales Executive, you are the highest-level individual contributor in our AI sales organization. You operate on the most complex, highest-value deals in our existing customer base — leading from the front, setting the standard for deal execution, and mentoring the next generation of AI Sales Executives. You own the full AI sales motion: warm pipeline from Account Managers, self-generated outbound into strategic accounts, complex multi-stakeholder deals, and strategic expansion opportunities that require a seller who can operate at the executive level. What You’ll Do Lead the Most Strategic Deals Own the most complex, highest-value AI expansion opportunities in the customer base Navigate multi-stakeholder buying processes — owner, CFO, operations lead — with confidence and credibility Run executive-level business case conversations that tie AI capabilities directly to margin improvement and operational ROI Carry and exceed a senior quota — you set the ceiling on what's possible for this team Set the Standard for AI Selling Be the product authority across the entire Simpro Group AI portfolio — go deeper than anyone else on integration, configuration, and business impact Model best-in-class demo execution, discovery discipline, and objection handling for the broader AI Sales team Partner with leadership to develop and refine the playbook — your instincts shape how the whole team sells Mentor AI Sales Executives — sharing deal strategy, coaching live conversations, and accelerating their development Generate & Convert at the Highest Level Self-source a robust pipeline through strategic outbound into high-value, non-managed accounts Converting at a higher rate on more complex deals — your experience means you close what others can't Bring the voice of the customer to product, marketing, and leadership — your frontline insight shapes strategy Stay ahead of the AI landscape, the competition, and customer trends so you can out-position anyone in the room This job description is not an exhaustive list of duties and may be modified at the discretion of Simpro Group. What You’ll Bring High-Velocity SaaS Closing: Proven track record as an Account Executive closing short-cycle, high-velocity SaaS deals ($5k–$10k ACV), typically navigating a 1-to-2 call close within a :2-week sales cycle. Account Expansion & Upsell Discipline: Strong experience positioning add-on tools into an established, warm customer base—specifically taking Delight (Simpro Group’s AI-powered marketing tool) directly to existing Simpro core accounts to drive incremental account value. Full-Funnel Ownership & Outbound Discipline: Phone-first mentality with structured cadences to aggressively target, qualify, and build pipeline across our warm account portfolio. End-to-End Deal Execution: Confident leading tailored product demos, driving commercial negotiations, and closing deals autonomously. Value-Based Qualification & Urgency: Sharp qualification discipline to prioritize high-converting opportunities alongside a true closer's instinct—building urgency around buyer ROI rather than relying on discounts. SMB Communication: Ability to translate AI and marketing tech concepts into simple, highly compelling business outcomes for busy, non-technical SMB owners. Proven Performance: Consistent quota attainment with clear, quantifiable metrics you can speak to with confidence. Nice to Have Vertical SaaS / Field Service Experience: Prior experience selling within Vertical SaaS, trade/field service technology, or SMB marketing automation platforms. What We Can Offer You Employee Assistance Program (24/7 confidential support on relationships, bereavement, finances) Generous Parental Leave Program Paid Volunteer Leave Days Public Holiday Exchange Scheme Talent Referral Program – get rewarded for referring a friend to join our team! Casual dress and relaxed office environment Fun team camaraderie and events Opportunities for career progression and development Diverse training & internal networking opportunities across all of our product lines Service recognition awards Our Core Values We Are One Team We Are Customer Centric We Are Growth Minded We Are Accountable We Celebrate Success Simpro, AroFlo, BigChange & ClockShark are equal opportunity employers with a best-of-class onboarding program and supportive team environments. We embrace and support culture diversity and Equal Employment Opportunity. Minority groups are encouraged to apply. Visit simprogroup.com/au/company/careers to learn more about us and our values. We would like to take this opportunity to thank all candidates for their application. Please note, no agencies will be accepted in the recruitment of this role. #J-18808-Ljbffr