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Simpro Software is seeking a Director of AI Sales to lead a team of Solution Specialists focused on cross-selling within the company’s customer base. The ideal candidate will have a proven track record in sales leadership, particularly in high-velocity environments, and will be responsible for driving revenue performance and optimizing sales processes.
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Job Summary
The Director of AI sales owns the cross-sell engine across the Simpro Group customer base and is personally accountable for the team's contribution to Group cross-sell revenue.
This role requires building, running, and scaling a team of Solution Specialists who carry quota and manage high-volume outbound and inbound requests.
The company offers comprehensive benefits including a 401k/Retirement Plan with 6% employer match, generous parental leave, and diverse training opportunities.
Matching Summary
Match Score: 75
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Simpro Software is seeking a Director of AI Sales to lead a team of Solution Specialists focused on cross-selling within the company’s customer base. The ideal candidate will have a proven track record in sales leadership, particularly in high-velocity environments, and will be responsible for driving revenue performance and optimizing sales processes.
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Skills & Requirements
Must-have
Lead high-velocity inbound outbound sales teams
Build scalable sales motions from scratch
Drive cross-sell revenue across portfolio
Manage pipeline forecasting accuracy
Conduct live call coaching and deal reviews
Nice-to-have
Deep product fluency for technical demos
Strong cross-functional partnership skills
Data-driven strategic thinking
Commitment to growth mindset culture
Key Requirements
Proven track record leading high-performance sales teams
Experience building sales motions and operational frameworks
Strong technical aptitude for independent product demos