Director of AI Sales

About the role

Lead the high‑growth AI sales motion across Simpro's 23,000+ customer base, building and scaling an elite team of quota‑carrying AI Sales Executives. This senior position is responsible for driving cross‑selling of AI solutions and delivering top‑line revenue.

Key responsibilities

• Own and achieve AI sales team quota, driving weekly, monthly, quarterly and annual revenue targets.
• Define and implement the sales operating rhythm, including daily cadence, pipeline management and performance KPIs.
• Recruit, coach and develop high‑performing AI Sales Executives, creating onboarding and ramp programs.
• Partner with Account Management, Marketing and Product teams to convert opportunities, run campaigns and provide market feedback.
• Represent the AI Sales function in revenue leadership discussions with data‑driven insights.

Required profile

• 12+ years of B2B SaaS sales experience, including 3+ years in sales management or leadership.
• Proven track record of building and scaling high‑performance inside sales and cross‑selling teams.
• Hands‑on coaching style with the ability to improve reps within the first 30 days.
• Executive presence to influence senior leadership with data and strategic recommendations.

Required skills

• Strong command of CRM technology and sales analytics.
• Expertise in pipeline management and KPI tracking.
• Deep knowledge of inside sales, cross‑selling and expansion revenue motions.