Senior Manager, Sales Performance and Enablement

Sienna Senior Living

• $96K — $120K *
Business Services
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • Bachelor's degree in Business, Sales, Marketing, Analytics, Operations, or a related field preferred.
  • 7+ years of experience in sales performance, operations, enablement, or business analytics.
  • Ability to translate sales data into actionable strategies.
  • Experience in designing and implementing sales training and performance improvement programs.
  • Strong grasp of sales funnel metrics and conversion optimization.
  • Experience collaborating with senior leaders in multi-region environments.
  • Excellent communication skills for all levels of an organization.

Responsibilities

  • Analyze sales performance trends across key metrics.
  • Develop executive-level dashboards and performance reporting.
  • Translate complex data into actionable insights for leadership.
  • Enhance reporting capabilities with Data & Analytics partnership.
  • Identify performance gaps and root causes.
  • Monitor efficacy of sales strategies and recommend adjustments.
  • Design and implement sales training programs aligned with business needs.

Benefits

  • On-site position at the Shared Support office in Markham.
  • Background check and references required for employment.
  • Utilization of AI for applicant screening may occur.
Full Job Description
Reporting to Senior Director, Sales Strategy & Support, the Senior Manager, Sales Performance and Enablement drives sales performance across the Aspira Retirement Division through data-driven insights, operational improvement, sales enablement and consistent execution. This role serves as a critical partner, translating performance data into actionable strategies, identifying emerging risks and opportunities, and equipping sales teams with the tools, capabilities, and best practices needed to improve results.

The Senior Manager, Sales Performance and Enablement will work closely with cross-functional teams to strengthen sales effectiveness and establish scalable, standardized approaches to performance management and enablement.

How You'll Succeed:

  • Analyze sales performance trends across key metrics, including occupancy, lead conversion, inquiry-to-tour, tour-to-move-in, move-in volume, and related funnel performance.
  • Develop and maintain executive-level dashboards, scorecards, and performance reporting that provide clear visibility into results, trends, and emerging risks and opportunities.
  • Translate complex data into actionable insights and recommendations for sales leadership and Regional Sales Partners.
  • Partner with Data & Analytics to enhance reporting capabilities, establish meaningful performance indicators, and develop predictive insights.
  • Identify performance gaps and root causes, distinguishing between capability, process, market, and execution-related opportunities.
  • Monitor the effectiveness of sales strategies and initiatives and recommend adjustments based on measurable outcomes.
  • Identify capability and performance gaps and recommend targeted training, coaching, tools, or process improvements.
  • Design, develop, and implement sales training and enablement programs aligned to business priorities and performance needs.
  • Establish consistent sales processes and standards across the portfolio.
  • Partner with Regional Sales Partners and field leadership to reinforce adoption, execution, and accountability.
  • Identify opportunities to improve sales processes, operating rhythms, systems, and workflows.
  • Lead or support strategic projects that improve sales effectiveness, productivity, and portfolio performance.
  • Support the adoption of new sales technologies, tools, and systems, including change management, communication, training, and measurement of adoption.
  • Serve as a strategic thought partner to Regional Sales Partners, helping translate performance data into practical actions and measurable improvement plans.
  • Collaborate with cross-functional partners to align sales performance, operations, analytics, technology, and enablement priorities.


Who you are:

  • Bachelor's degree in Business, Sales, Marketing, Analytics, Operations, or a related field preferred.
  • 7+ years of progressive experience in sales performance, sales operations, sales enablement, business analytics, commercial operations, or a related discipline.
  • Experience translating sales data and business intelligence into actionable recommendations.
  • Demonstrated experience designing and implementing sales training, enablement programs, playbooks, or performance improvement initiatives.
  • Strong understanding of sales funnel metrics, performance management, and conversion optimization.
  • Experience partnering with senior leaders and field-based sales teams in a complex, multi-location or multi-region environment.
  • Excellent written and verbal communication skills, with the ability to communicate effectively at all organizational levels.
  • Experience with dashboards, reporting tools, CRM platforms, and data analytics preferred.
  • Demonstrated project leadership and change-management experience.
  • Ability to manage competing priorities and deliver results in a fast-paced, complex environment.
  • Experience working with Microsoft Suite (Word, Outlook, Excel, PowerPoint, etc.)


What you need to know:

  • The salary range for this position is: $96,655.00-$120.818.50
  • This is an on-site position at our Shared Support office in Markham
  • Any offer of employment will be conditional upon a criminal background and references check.
  • This posting is for a new position
  • Sienna Senior Living may utilize artificial Intelligence to screen or assess applicants for this position.

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