Job Description

We are seeking a dynamic and results-driven Territory Sales Executive to drive new business acquisition within the Canadian Corporate Legal Market. This role focuses on identifying, prospecting, and closing new client opportunities with Corporate legal departments in Canada.

Replacement: This position is open due to an existing vacancy to support our evolving business needs.

Key Responsibilities

- Identify and pursue new business opportunities within the Canadian corporate legal sector
- Build and maintain a robust pipeline of qualified prospects through strategic prospecting, networking, and research
- Conduct needs assessments and consultative sales presentations to C-suite executives, legal partners, and decision-makers
- Develop and execute territory-specific sales strategies to achieve and exceed quarterly and annual revenue targets
- Navigate complex sales cycles involving multiple stakeholders and decision-makers
- Prepare and deliver compelling proposals, presentations, and product demonstrations tailored to legal industry needs
- Maintain deep knowledge of the Canadian legal market landscape, including key players, trends, and competitive dynamics
- Monitor industry developments, regulatory changes, and emerging opportunities within the corporate legal sector
- Provide market feedback to internal teams regarding product development, pricing, and competitive positioning
- Identify and attend relevant industry conferences, legal associations, and networking events
- Build and nurture long-term relationships with key decision-makers and influencers in target accounts
- Collaborate with internal teams (marketing, product, customer success)



to ensure seamless client onboarding
- Maintain accurate records of all sales activities, pipeline status, and forecasts in CRM system
- Conduct regular territory reviews and adjust strategies based on performance metrics

Required Qualifications

- 3-5 years of B2B sales experience, preferably selling to law firms, corporate legal departments, or professional services organizations
- Proven track record of consistently meeting or exceeding sales quotas in a current business acquisition role
- Strong understanding of the Canadian legal market structure and business practices
- Demonstrated ability to navigate complex, consultative sales processes with multiple stakeholders
- Excellent communication, presentation, and negotiation skills
- Self-motivated with strong organizational and time management capabilities
- Proficiency with CRM platforms (Salesforce, HubSpot, or similar) and sales productivity tools
- Bachelor's degree in Business, Marketing, or related field

Preferred Qualifications

- Existing network within the Canadian legal community
- Experience selling SaaS, technology solutions, or legal tech products
- Bilingual proficiency in English and French
- Knowledge of legal industry challenges, workflows, and procurement processes




- Previous experience managing a defined sales territory growth

What’s in it For You?

Hybrid Work Model: We’ve adopted a flexible hybrid working environment for our office-based roles while delivering a seamless experience that is digitally and physically connected. Flex My Way is a set of supportive workplace policies designed to help manage personal and professional responsibilities, whether caring for family, giving back to the community, or finding time to refresh and reset.

Flexibility & Work-Life Balance: Flex My Way includes flexible work arrangements, including work from anywhere for up to 8 weeks per year, empowering employees to achieve a better work-life balance.

Career Development and Growth: By fostering a culture of continuous learning and skill development, we prepare our talent to tackle tomorrow’s challenges and deliver real-world solutions. Our Grow My Way programming and skills-first approach ensures you have the tools and knowledge to grow, lead, and thrive in an AI-enabled future.

Industry Competitive Benefits

- flexible vacation
- two company-wide Mental Health Days off
- access to the Headspace app
- retirement savings
- tuition reimbursement
- employee incentive programs
- resources for mental, physical, and financial wellbeing

Culture

Globally recognized, award-winning reputation for inclusion and belonging, flexibility, work-life balance, and more. We live by our values: Obsess over our Customers, Compete to Win, Challenge (Y)our Thinking, Act Fast / Learn Fast, and Stronger Together.

Social Impact

Make an impact in your community with our Social Impact Institute. We of

📌 Sales Executive (Toronto)
🏢 CAN002 Thomson Reuters Canada
📍 Toronto