Sr. AI Sales Specialist

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.

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.

Who we want

wantSomeone 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.