Job Context

As an AI Sales Executive, you drive adoption of Simpro Group's AI back-office solutions across our existing customer base. This is a closing role — not a prospecting grind. Most of your pipeline comes to you warm, handed off by Account Managers or triggered through marketing. Your job is to run tight, high-impact demos, connect our AI products to where a customer is losing margin today, and close.

You'll also self-generate a significant portion of your pipeline through targeted outbound into our existing customer base. No cold outreach into net-new logos — just deeper penetration into accounts that already know and trust us.

What You’ll Do

Close — At Volume

Receive warm inbound leads from the Account Management team and marketing — the majority of your pipeline is already primed
Run several demos per day with existing customers, moving deals through a short call cycle from first conversation to closed
Carry and crush a defined adoption and expansion quota tied directly to customer margin improvement
Close consistently and at volume — this role is built for multiple wins per week

Be the AI Authority

Connect our AI products directly to each customer's business — translating technology into the number they care about most: profit
Handle every technical question and objection with confidence — you are the product authority in every conversation
Know how our products integrate with each other and with the customer's existing technology stack
Build and maintain deep mastery across the full portfolio — including new products and acquisitions the day they land

Generate & Manage Pipeline

Self-source a significant proportion of your pipeline through outbound into existing, non-managed accounts
Build real relationships with trade business owners through the sales process — trust that turns a demo into a done deal
Stay sharp on industry trends and competition so you can out-position anyone in the market
Bring the voice of the customer back to product, shaping the roadmap with frontline insight
This job description is not an exhaustive list of duties and may be modified at the discretion of Simpro Group

What You’ll Bring

16 years of B2B sales experience with a proven track record of closing in a short sales cycle
Bold and technically credible — you earn a customer's respect in the first five minutes
Comfortable running a high-volume demo environment with multiple deals at different stages
Fired up by the idea of taking a business from surviving to thriving — you sell transformation, not software
Strong command of Salesforce or equivalent CRM
Experience in SaaS, field service, or trades industries is advantageous

Simpro Software

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AI Sales Executive