Director Of AI Sales

## Director Of AI Sales Apply locations:
Miami Office time type:
Full time posted on:
Posted Yesterday job requisition :
JR101990
** Job Context
** The Director of AI sales owns the cross-sell engine across the Simpro Group  customer base. This leader builds, runs and scales a team of Solution Specialists who carry quota, run high-volume outbound and respond to inbound requests. They also partner with Account Managers to convert opportunities into closed revenue. This is a builder's seat. The Director sets the bar for intensity, deal execution and product fluency, and is personally accountable for the team's contribution to Group cross-sell revenue.
** What You’ll Do
***** About the Role
*** Own Revenue Performance
* Carry and deliver the Solution Specialists team quota for cross-sell revenue across the Simpro Group portfolio.
* Drive consistent attainment against monthly, quarterly, and annual revenue targets.
* Maintain forecast accuracy and ensure a healthy, well-managed pipeline with no surprises.

Build & Scale the Sales Motion
* Define and implement the team’s operating rhythm, including daily cadence, pipeline management, call and meeting expectations, and inspection processes.
* Establish measurable KPIs and performance standards across the team.
* Continuously optimize processes to improve conversion, productivity, and revenue outcomes.

Lead, Hire & Develop Talent
* Recruit, and develop high-performing Solution Specialists capable of managing volume, delivering compelling demos, and closing opportunities effectively.
* Make timely and decisive talent decisions to maintain a high-performance culture.
* Create a scalable onboarding and ramp program that accelerates time-to-productivity.

Coach to Close
* Conduct live call coaching, deal reviews, and pipeline inspections.
* Improve team performance in discovery, demo execution, objection handling, and closing strategies.
* Ensure every Specialist becomes measurably more effective within their first 30 days.

Drive Cross-Functional Execution
* Partner closely with Account Management leadership to convert qualified opportunities into revenue.
* Collaborate with Marketing on campaign plays and expansion initiatives.
* Work with Enablement on onboarding and ongoing training programs.
* Provide Product teams with customer insights and market feedback that influence roadmap priorities.

Establish Product & Industry Expertise
* Ensure the team maintains deep knowledge across the full Simpro Group portfolio, including newly acquired products and solutions.
* Enable Specialists to clearly articulate integration value and cross-product business impact to customers.

Build & Scale Best Practices
* Develop and document scalable sales playbooks, including:
* Discovery and call structures
* Demo workflows
* Expansion strategies
* Integration narratives
* Objection handling frameworks
* Standardize and scale winning strategies across the organization.

Represent the Function
* Serve as the voice of the Solution Specialists organization within Revenue Leadership discussions.
* Bring data-driven insights, strategic recommendations, and solutions-oriented thinking to leadership conversations.
*** Qualifications
* ** Required Experience
* Proven track record of leading teams that consistently exceed quota and deliver high-performance results.
* Experience leading high-velocity inbound, outbound, or expansion sales teams.
* Demonstrated success building sales motions, cadences, and operational frameworks from scratch.
* Strong experience hiring, ramping, and developing sales talent.
* Ability to lead through metrics, accountability, and operational discipline.

Technical & Leadership Skills
* Strong technical aptitude with the ability to independently run product demos and coach others effectively.
* Deep understanding of pipeline management, forecasting, activity metrics, and deal inspection processes.
* Experience partnering cross-functionally with Account Management, Marketing, Product, and Enablement teams.
* Excellent communication and leadership skills with a direct, decisive, and accountable management style.

Additional Requirements
* *** This is an in-office leadership role focused on building and scaling teams through in-person collaboration.
***** What We Can Offer You
*** Novated leasing via salary packaging
* Employee Assistance Program (24/7 confidential support on relationships, bereavement, finances)
* Generous Parental Leave Program
* Paid Volunteer Leave Days
* Public Holiday Exchange Scheme
* Talent Referral Program – get rewarded for referring a friend to join our team!
* Casual dress and relaxed office environment
* Fun team camaraderie and events
* Opportunities for career progression and development
* Diverse training & internal networking opportunities across all of our product lines
* Service recognition awards
* to find out more about working at Simpro Group!
** Our Core Values
** While experience in the above areas will be highly considered, it’s important to note it will be secondary to the person with the right…