AI Sales Executive

SIMPRO•Miami, FL

About The Position

The AI Sales Executive drives adoption of Simpro Group’s AI back-office solutions among existing customers. This is a closing-focused role, with most pipeline supplied through warm handoffs from Account Managers or marketing. The position runs high-impact product demonstrations, connects AI solutions to customers’ margin challenges, and closes sales. The role also generates a significant share of pipeline through targeted outreach to existing customers, including non-managed accounts; it does not involve cold outreach to net-new companies. The successful candidate carries an adoption and expansion quota, manages multiple opportunities in a high-volume sales environment, serves as the product authority in customer conversations, and shares customer insights with the product team.

Requirements

  • 1–4 years of B2B sales experience.
  • A proven track record of closing deals in a short sales cycle.
  • Technical credibility and the ability to earn customers’ respect quickly.
  • Comfort running a high-volume demonstration environment and managing multiple deals at different stages.
  • Strong command of Salesforce or an equivalent CRM.

Nice To Haves

  • Experience in SaaS, field service, or trades industries.

Responsibilities

  • Work warm inbound leads from the Account Management team and marketing.
  • Run several product demonstrations per day for existing customers and move deals from first conversation to close through a short sales cycle.
  • Meet an adoption and expansion quota tied to customer margin improvement.
  • Close sales consistently at high volume.
  • Explain how AI products connect to each customer’s business and profitability.
  • Address technical questions and objections and act as the product authority in customer conversations.
  • Understand how products integrate with each other and with customers’ existing technology stacks.
  • Maintain deep knowledge of the full product portfolio, including new products and acquisitions.
  • Generate pipeline through targeted outbound outreach to existing, non-managed accounts.
  • Build relationships with trade business owners throughout the sales process.
  • Monitor industry trends and competition to position the company’s offerings effectively.
  • Share customer feedback and frontline insight with the product team to help shape the roadmap.

Benefits

  • Best-in-class onboarding program.
  • Supportive team environment.
  • Opportunities to develop your career.
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