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About the Role

Director of Sales will lead Prospr’s sales and service execution across priority business models, including Small Accounts, Online Direct-to-Client and Offline Direct-to-Client. This role is accountable for building clear ownership, strengthening service-to-sales discipline, improving client outcomes and developing a high-performing, inclusive leadership team.

Responsibilities

• Lead sales and service execution
• Translate Prospr’s strategy into clear team priorities, operating routines, goals and accountability measures
• Lead Sales Managers and their teams to deliver disciplined sales, service, retention and client engagement outcomes
• Create a consistent leadership rhythm across weekly business management, regular coaching and quarterly talent and capability reviews
• Strengthen service-to-sales execution by ensuring teams identify client needs and connect clients to appropriate life, health and wealth solutions
• Build and foster a high-performing leadership team
• Coach and develop managers and emerging leaders through clear expectations, regular feedback, development planning and succession actions
• Build an inclusive, engaged and performance-oriented team culture that values client focus, accountability, collaboration and continuous improvement
• Manage staffing, spans of control, work allocation and succession planning to improve organizational resiliency and responsible expense management
• Support performance management with timely, evidence-based conversations and appropriate partnership with HR and employee relations partners
• Drive client experience and growth outcomes
• Improve the consistency and quality of the client experience across virtual advice, service, campaigns and advisor handoffs
• Use client insights, service levels, lead flow, conversion, persistency and other business indicators to identify opportunities and take action
• Partner across Prospr to support Small Accounts, Online Direct-to-Client and Offline Direct-to-Client priorities, including mortgage-led growth and digital client journeys
• Help evolve the service model so clients receive timely, needs-based support while Prospr scales efficiently
• Operate with discipline, governance and continuous improvement
• Monitor business and operational results, identify barriers and lead improvements that increase productivity, quality, sales effectiveness and client loyalty
• Partner with Analytics, Finance, Operations and Digital Product teams to strengthen reporting, close data gaps, test new approaches and scale what works
• Work with Legal, Compliance and Enablement partners to ensure regulatory, scripting, training, process and control requirements are understood and embedded
• Contribute to Prospr leadership discussions with clear insight, balanced risk judgement and practical recommendations
• Strengthen strategic alignment and partner confidence
• Represent Sales & Service priorities in cross-functional planning, business reviews and leadership forums
• Build strong partnerships with internal distribution, service, product, digital, growth and enablement teams to support integrated execution
• Reinforce field and advisor confidence by improving clarity, responsiveness, service quality and consistent follow-through
• Support Prospr’s broader operating model by clarifying decision rights, reducing overlap and creating sustainable leadership depth

Requirements

• 7 to 10+ years of progressive experience in sales, service, advice, contact centre, digital distribution or financial services leadership
• 5 to 10+ years of experience leading leaders and developing client-facing teams in a goal-oriented environment
• Strong understanding of the Canadian financial services marketplace, including insurance and wealth products, client advice needs and regulated sales environments
• Proven ability to translate strategy into clear priorities, measurable objectives, operating routines and practical execution plans
• Strong coaching, performance management and talent development capability, including experience building succession depth and leading teams through change
• Strong analytical, communication and presentation skills, with the ability to assess business results, identify root causes and communicate recommendations to senior leaders
• Demonstrated judgement, business acumen and ability to influence cross-functional partners while balancing client, employee, risk and business outcomes
• Experience working in a hybrid or distributed environment and building strong team culture across locations
• Bilingualism in French and English is required for Quebec-based roles and may be required for roles supporting frequent interactions with English- and French-speaking clients, colleagues or partners across Canada and globally

Skills

• Salesforce or comparable CRM platforms
• Digital sales tools
• Marketing campaigns
• Lead routing
• Sales enablement technology
• Leading licensed insurance or wealth teams
• Salaried advisor teams
• Service-to-sales operations
• Direct-to-client distribution
• Digital product
• Omnichannel acquisition
• AI-enabled productivity
• Continuous improvement pilots

Location

• Montreal
• Toronto
• Waterloo

Work Type

• Hybrid
• Remote
• Flexible work arrangement

Experience Level

• 7 to 10+ years of progressive experience in sales, service, advice, contact centre, digital distribution or financial services leadership
• 5 to 10+ years of experience leading leaders and developing client-facing teams in a goal-oriented environment

Education Level

• Undergraduate degree or college diploma in business, finance, commerce or a related field, or equivalent experience

Salary/Compensations

• 110,000 - 180,000

Benefits

• Incentive compensation
• Benefits
• Pension
• Wellness programs
• Stock ownership opportunities

About the Company

• At Sun Life, we're driven by our Purpose: helping our Clients achieve lifetime financial security and live healthier lives.
• Our values shape how we work: caring, authentic, bold, inspiring, and impactful.
• Prospr by Sun Life is evolving as a scalable digital and human advice channel focused on helping clients access simple, high-value Sun Life solutions through virtual service and advice.

Equal Opportunity

• Diversity and inclusion have always been at the core of our values at Sun Life. A diverse workforce with wide perspectives and creative ideas benefits our Clients, the communities where we operate and all of us as colleagues. We welcome applications from qualified individuals from all backgrounds.
• Persons with disabilities who need accommodation in the application process, or those needing job postings in an alternative format, may e-mail a request to thebrightside@sunlife.com.
• We are proud to be a hybrid organization that offers our employees the choice and flexibility to work from both the office and virtually based on the needs of the business, our Clients and you.
• We may use artificial intelligence to support candidate sourcing, screening, interview scheduling.
• We thank all applicants for showing an interest in this position. Only those selected for an interview will be contacted.