Simpro
Director Of AI Sales
Miami Office · Director
Sponsorship not specifiedDetected 31 days ago
SalesAccount ManagementPipeline ManagementOutbound SalesForecastingCadenceLeadershipCommunicationMentoring
About the role
- Establish measurable KPIs and performance standards across the team.
- Conduct live call coaching, deal reviews, and pipeline inspections.
- Improve team performance in discovery, demo execution, objection handling, and closing strategies.
Responsibilities
- Own Revenue Performance
- Carry and deliver the Solution Specialists team quota for cross-sell revenue across the Simpro Group portfolio.
- 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.
- 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.
Requirements
- Experience leading high-velocity inbound, outbound, or expansion sales teams.
- Strong technical aptitude with the ability to independently run product demos and coach others effectively.
- Experience partnering cross-functionally with Account Management, Marketing, Product, and Enablement teams.
- 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 determination, attitude and compatibility.
- Required Experience
- Proven track record of leading teams that consistently exceed quota and deliver high-performance results.
- 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
- Deep understanding of pipeline management, forecasting, activity metrics, and deal inspection processes.
- 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.
Compensation
- Drive consistent attainment against monthly, quarterly, and annual revenue targets.
Company info
- Responsible Time Off
- Comprehensive medical, dental, vision package with 100% employer paid options
- Additional benefits including Health Savings Account; Flexible Spending Account; Critical Illness Insurance; Hospital Insurance; Accident Insurance; Life Insurance and AD&D; and Disability Insurance available to purchase.
- Wellness Challenge App, Diabetes Prevention App, and Health Hub App
- 401k/Retirement Plan with 6% employer match
- 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!
- Diverse training & internal networking opportunities across all of our product lines
- Opportunities for career progression and development
- Service recognition awards
- Click here to find out more about working at Simpro Group!
- Enable Specialists to clearly articulate integration value and cross-product business impact to customers.
This listing is sourced directly from Simpro's careers page and normalized into a canonical job model.