Job

Ready to lead a high-growth sales motion and earn at the highest level? As Director of AI Sales, you will own the cross-selling engine across the global Simpro customer base. This is a high-impact, fast-paced opportunity for an ambitious, high-energy sales leader looking to maximize their earning potential while building and scaling an elite sales team. You will lead quota-carrying AI Sales Executives running high-volume, high-velocity sales, selling into a current customer base. If you thrive in a true builder's seat and want your compensation to reflect your impact, this is your role.

The Mission

You'll set the bar for intensity, deal execution, and product fluency across the team. You are personally accountable for the team's contribution to the company selling its AI Solutions into its customer base You hire exceptional sellers, coach them to close, and build the systems that make winning repeatable.

What You’ll Do

Own Revenue Performance 

• Carry and deliver the AI Sales team quota for AI products crossed sold into the Companies 23,000+ customers   

• Drive consistent attainment against weekly, monthly, quarterly, and annual revenue targets 

Build & Scale the Sales Motion 

• Define and implement the team's operating rhythm — daily cadence, pipeline management, call expectations, and inspection processes 

• Manage and build upon established and measurable KPIs and performance standards across the team 

• Continuously optimize processes to improve conversion, productivity, and revenue outcomes 

• Develop and document scalable sales playbooks: discovery structures, demo workflows, expansion strategies, objection handling frameworks 

Lead, Hire & Develop Talent 

• Recruit and develop high-performing AI Sales Executives capable of managing volume, delivering compelling demos, and closing at speed 

• Make timely and decisive talent decisions to maintain a high-performance culture 

• Create a scalable onboarding and ramp program that accelerates time-to-productivity 

• Conduct live call coaching, deal reviews, and pipeline inspections — improve team performance in discovery, demo execution, and closing 

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 

• Provide Product teams with customer insights and market feedback that influence roadmap priorities 

Represent the Function 

• Serve as the voice of the AI Sales organization in Revenue Leadership discussions 

• Bring data-driven insights, strategic recommendations, and solutions-oriented thinking to leadership conversations 

• This job description is not an exhaustive list of duties and may be modified at the discretion of Simpro Group

What You’ll Bring

• 12+ years of B2B SaaS sales experience, including 3+ years in a sales management or leadership role 

• Hands on approach; a coach player 

• Ability to lead by example and the ability to sell 

• Demonstrated track record of building and scaling high-performance sales teams 

• Deep expertise in inside sales, cross-selling, and expansion revenue motions 

• Exceptional coaching ability — you make every rep measurably better within their first 30 days 

• Strong command of CRM technology, sales analytics, and pipeline management 

• Executive presence — you represent this function at the leadership table with data and conviction 

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 determination, attitude and compatibility. Our culture and core values are very important to us:

We Are One Team

We Are Customer Centric
We Are Growth Minded
We Are Accountable
We Celebrate Success

Simpro, AroFlo, BigChange & ClockShark are equal opportunity employers with a best-of-class onboarding program and supportive team environments. We embrace and support culture diversity and Equal Employment Opportunity. Aboriginals, Torres Strait Islanders and minority groups are encouraged to apply. .

Visit simprogroup.com/au/company/careers to learn more about us and our values.

We would like to take this opportunity to thank all candidates for their application.

*Please note, no agencies will be accepted in the recruitment of this role.