Simpro Software
Sr. AI Sales Specialist
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AI Sales Specialist — The Most Important Seat We’re Filling This Year
Read this twice, because we don’t write job postings like this often.
Many businesses in our customers’ world run on tight profit margins — on average around 5%. We’ve built the AI back-office solution to change that, helping customers work toward margins several times higher than they’re used to. Sit with that for a second. We are not asking you to squeeze more money out of customers — we’re asking you to help our customers become significantly more profitable than they’ve ever been. That’s the job. That’s the mission. This is not order-taking. This is providing real business solutions for our trades and field-service management customers that are grinding on thin margins, showing them what AI can do to their bottom line. You’ll be the person who introduces a transformation most of these businesses don’t even know is possible — and the better you are at it, the more companies you help change.
What you’ll own
You’ll drive adoption of Simpro Group’s AI back-office solutions across our existing customer base by pairing real technical command of the product with relentless, direct engagement. You’ll show customers — in their numbers, in their language — how AI can meaningfully lift their margins. You’ll generate your own pipeline into non-managed accounts; arm and support Account Managers on expansion deals; and become the person customers trust to reinvent how their back office runs.
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Day to day, you will:
- 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: profit.
- 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.
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Who we want
Someone bold. Someone who gets fired up by the idea of taking a business from surviving to thriving. Someone with the technical chops to earn a customer’s respect and the conviction to show them a future they can’t unsee. If you’re the best, prove it here. The earning potential is uncapped, the mission is enormous, and the runway is wide
- 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. Someone who gets fired up by the idea of helping businesses go from surviving to thriving.
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