Senior AI Sales Executive

Job Context

Senior AI Sales Executive – the most important seat we’re filling this year. In this role you’ll provide real business solutions for trades and field service management customers operating on tight margins, showing them what AI can do for their bottom line. You’ll introduce a transformation many of these businesses don’t yet realise is possible – and the better you are at it, the more companies you’ll help change. You’ll drive adoption of Simpro Group’s AI back‑office solutions across our existing customer base by combining deep product expertise with relentless customer engagement. You’ll show customers – in their numbers and in their language – how AI can meaningfully improve profitability. You’ll generate your own pipeline within non‑managed accounts, partner with Account Managers on expansion opportunities, and become the trusted expert customers rely on to reinvent how their back office runs.

What You’ll Do

• Introduce AI as the back‑office engine that can transform customer profitability – bringing the technical firepower, demos, and direct engagement that turns interest into adoption.
• Be the product authority in the room, connecting our AI capabilities to exactly where a customer is losing margin today.
• Work shoulder‑to‑shoulder with leadership and cross‑functional teams, driving outbound into non‑managed accounts and backing Account Managers when deals are live.
• Run consistent, focused outbound into non‑managed accounts to build a pipeline of customers ready to transform their economics.
• Carry – and crush – a defined adoption and expansion quota tied directly to the value you put on customers’ bottom lines.
• Demonstrate and present our AI solutions with authority, translating the technology into the one number customers care about most.
• Step in for Account Managers on demos and technical conversations the moment an opportunity opens.
• Know how our products integrate with each other and with the customer’s existing technology stack to deliver that margin lift.
• Handle every technical question and objection customers throw at you as they evaluate moving their back office to AI.
• Build and maintain deep mastery across the full portfolio – including new products and acquisitions the day they land.
• Bring the voice of the customer back to product, shaping the roadmap with insight only a frontline expert has.
• Stay sharp on industry trends and the competition so you can out‑position anyone in the market.

What You’ll Bring

• Proven experience in a SaaS sales or commercial role, with a track record of meeting and exceeding targets.
• Experience building your own pipeline through outbound prospecting and driving customer adoption or expansion.
• Strong consultative selling skills, with the ability to translate complex technology into clear business value and ROI.
• Confidence delivering product demonstrations and handling technical and commercial objections.
• Experience collaborating with Account Managers and cross‑functional teams to drive successful customer outcomes.
• A genuine interest in AI, automation and emerging technologies, with the ability to quickly become a product expert.
• Someone bold, who gets fired up by the idea of helping businesses go from surviving to thriving.
• Someone with the technical aptitude to earn a customer’s trust and the commercial instinct to show them a future they can’t unsee.

What We Can Offer You

• A generous annual leave entitlement plus a personal leave entitlement
• Private Health Insurance
• Employee Assistance Programme (24/7 confidential support on relationships, bereavement, finances)
• Life Insurance
• Company pension scheme, with an uncapped 5% employer contribution
• Generous Parental Leave Programme
• Paid Volunteer Leave Days
• Public Holiday Exchange Scheme
• Talent Referral Programme – get rewarded for referring a friend to join our team!
• Cyclescheme, a salary sacrifice to treat yourself to a bike & equipment
• Home & Tech Scheme, a salary sacrifice to treat yourself to some new tech
• A discounts and cash back scheme
• Casual dress and relaxed office environment
• Opportunities for career progression and development
• Diverse training & internal networking opportunities across all of our product lines
• Service recognition awards
• Click here to find out more about working at Simpro Group!

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 programme and supportive team environments. This means that we want everyone to feel welcome and offer equal opportunities for everyone, regardless of age, disability, gender reassignment, marriage and civil partnership, pregnancy and maternity, race, religion or belief, sex or sexual orientation, or any other non‑performance factor.

If you'd like to join a fun and progressive organisation, where there are opportunities to develop your career, please apply now with your CV/Resumer.

Please note: no agencies will be accepted in the recruitment of this role. Any CVs provided to Simpro Software by agencies will be treated as a gift.

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