Director, Sales & Marketing

Location: 219 Dufferin St, Toronto, ON M6K 1Y9, Canada
Work Arrangement: Hybrid
Employment Type: Full-time

Role Overview

The Director of Sales & Marketing plays a Head Office role focused on building systems, processes, brand, and marketing infrastructure rather than managing a traditional salesforce. Approximately 20% of time is spent leading Isaac-wide initiatives, while 80% is spent as a fractional Director of Sales & Marketing to each sector, partnering directly with sector leaders to grow their business units. This is a hands‑on builder role that balances strategic vision with execution, and includes leading and growing the Head Office Sales & Marketing team.

Key Responsibilities

• Define and champion a forward-looking marketing vision and translate it into actionable strategies and measurable results
• Strengthen Isaacs brand, positioning, and market visibility
• Own and continuously improve the sales playbook, BD process, and enablement tools
• Lead firmwide marketing initiatives: campaigns, thought leadership, content, and digital presence
• Improve pipeline reporting and CRM discipline to drive consistency
• Build, deliver, or facilitate impactful external sales training and capability programs for consultants and partners
• Act as a fractional Director of Sales & Marketing to sector leaders — a trusted partner helping them grow their businesses
• Support Leads in executing go‑to‑market strategy, pursuit planning, and client development efforts
• Customize sales and marketing best practices to fit sector‑specific needs
• Provide coaching, deal support,
  
  
  
  and insight to improve pipeline quality and conversion
• Act as a constructive challenger — surfacing blockers, spotting systemic gaps, and ensuring sectors stay accountable for growth
• Lead, coach, and develop the Head Office Sales & Marketing team
• Create a culture of growth, collaboration, and accountability
• Ensure the team delivers outcomes while supporting their career progression and engagement
• Act as a champion for team development, aligning goals with broader firm strategy

Required Qualifications

• 10+ years of experience in marketing, sales, or BD
• 8+ years of experience in professional services, ideally in a sales, marketing, sales enablement, or sales operations leadership capacity
• Experience collaborating with and enabling sellers, particularly those without a sales background
• Robust understanding of how consulting or services firms go to market, from brand building to relationship‑based sales
• Experience across the customer journey (brand campaigns, sales enablement, retention initiatives)
• Comfortable operating in a scale‑up environment where systems and processes are still evolving

Preferred Qualities

• Thrive in a Player‑Coach role,
  
  
  
  balancing team enablement with hands‑on execution
• Transformative mindset, comfortable building, iterating, and scaling in fast‑growth environments
• Balance consistency at enterprise level with flexibility at sector level
• Outcome‑focused with emphasis on team growth and happiness
• Doer at heart, energized by making things happen and getting into details
• Think beyond the immediate, envisioning long‑term outcomes and anticipating implications
• Scale‑up mindset: bias to action, adaptability, and comfort with ambiguity

Success Metrics

• Sector leaders see you as a trusted advisor who helps them win and grow
• Brand and marketing presence create clear lift in business development
• Sales process is more consistent, scalable, and effective across the firm
• Consultants and partners feel more capable and confident in selling
• Head Office Sales & Marketing team is thriving — high‑performing, engaged, and growing in their careers
• Business Development function is stronger and more transformative than when you arrived

Compensation & Benefits

• Competitive compensation package aligned with provincial pay transparency requirements
• Final compensation set based on experience, expertise, and alignment with role responsibilities
• 5 weeks of vacation for all employees
• Comprehensive benefits package 100% covered by the company, including generous annual wellness allowances
• Frequent company development and social events
• Strong work-life balance with no weekend work expectations