Simpro Software
Direct Workday career site

AI Sales Executive

Location
Miami Office
Listed
Today

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 One Team
  • We Are Customer Centric
  • We Are Growth Minded
  • We Are Accountable
  • We Celebrate Success

Additional information

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.

Read the original posting

From Simpro Software's careers page, first listed on Rolev.ai on November 14, 2026. Rolev.ai is not the employer.

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Common questions

Where is the AI Sales Executive job at Simpro Software located?

This AI Sales Executive position at Simpro Software is located in Miami Office. Always check Simpro Software's application page for specific state eligibility or relocation policies.

How do I apply for the AI Sales Executive position at Simpro Software?

This listing links directly to Simpro Software's Workday application page. You can apply directly on Simpro Software's site, or use Rolev.ai to check your resume fit, generate a zero-hallucination tailored resume and cover letter for this posting, and autofill the Workday application form in 1 click with the Rolev.ai Chrome extension. You always review the form and press Submit yourself.