AI Sales Executive

Location: Miami Office

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

• 1–4 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

Our Core Values

We Are Customer Centric

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

*Please note, no agencies will be accepted in the recruitment of this role.