Senior Manager, Sales Enablement & Operations

Role Overview

The Senior Manager, Sales Enablement & Operations is accountable for enabling the Direct Investing sales organization to consistently deliver against plan by aligning targets, activity, pipeline execution, skills, processes, and technology. This role serves as a key representative of the Direct Investing sales team for enterprise innovation initiatives, workshops, pilots, and cross-functional programs.

What You Will Do

The Senior Manager, Sales Enablement & Operations will lead the monthly and quarterly Direct Investing sales reporting cycle, establish and lead monthly business reviews, and lead sales target setting, achievement-to-plan governance, forecasting discipline, and coaching recommendations.

Why It Might Be a Fit

The ideal candidate will have 7-10 years of progressive experience in sales strategy, sales operations, revenue operations, sales enablement, or sales performance leadership roles, and strong knowledge of self-directed investing and wealth management or the online brokerage industry.

Requirements

• Post-secondary degree/diploma in Business, Commerce, Finance, or a related field
• 7-10 years of progressive experience in sales strategy, sales operations, revenue operations, sales enablement, or sales performance leadership roles
• Strong knowledge of self-directed investing and wealth management or the online brokerage industry
• Advanced proficiency in CRM platforms, reporting tools and sales analytics
• Experience leading monthly and quarterly sales reporting cycles, leadership business reviews, performance governance, and executive-level reporting routines
• Proven ability to lead CRM implementation, adoption, governance, usage management, reporting integration, and sales technology change management
• Strong executive communication and presentation development skills
• Experience designing and leading onboarding, training, playbooks, coaching frameworks, and capability-building programs for sales teams and new hires
• Demonstrated people leadership experience, including coaching, developing, and performance managing direct reports

Benefits

• Competitive compensation package
• Excellent health, dental and insurance benefits
• Generous vacation time, fitness benefit, parental leave top-up options
• Matching contributions to our retirement program
• Commitment to the continuous improvement of our staff through learning & development and an education assistance program
• Regular social events to foster teamwork