AI Sales Director: Scale Cross-Sell & Lead Elite Team

SIMPRO; Miami (FL); On-site; USD 180,000 - 240,000; Full time

Job summary

SIMPRO is seeking a Director of AI Sales to lead a high-growth, cross-selling motion across the SIMPRO customer base. You will own revenue performance for the AI Sales Executives, drive pipeline, and build scalable processes to maximize growth.

The role demands an ambitious sales leader who can recruit, coach, and scale a high-performing team in a fast-paced environment. You will partner with Account Management, Marketing, Enablement, and Product to convert opportunities into revenue while

Qualifications

• 7+ years of B2B SaaS sales experience
• 3+ years in a sales management or leadership role
• Proven track record of building and scaling high-performance sales teams
• Deep expertise in inside sales, cross-selling, and expansion revenue motions
• Executive presence with data-driven decision making

Responsibilities

• Carry and deliver the AI Sales team quota for cross-selling revenue across the group portfolio
• Drive consistent attainment against monthly, quarterly, and annual revenue targets
• Maintain forecast accuracy and healthy pipeline with no surprises
• Define and implement the team’s operating rhythm and inspection processes
• Develop scalable onboarding and ramp programs and conduct live coaching and reviews

Tools

Salesforce

Job description

SIMPRO is seeking a Director of AI Sales to lead a high-growth, cross-selling motion across the SIMPRO customer base. You will own revenue performance for the AI Sales Executives, drive pipeline, and build scalable processes to maximize growth.

The role demands an ambitious sales leader who can recruit, coach, and scale a high-performing team in a fast-paced environment. You will partner with Account Management, Marketing, Enablement, and Product to convert opportunities into revenue while