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.

Key Responsibilities
Business Development & SalesIdentify and pursue new business opportunities within the Canadian corporate legal sectorBuild and maintain a robust pipeline of qualified prospects through strategic prospecting, networking, and researchConduct needs assessments and consultative sales presentations to C-suite executives, legal partners, and decision-makersDevelop and execute territory-specific sales strategies to achieve and exceed quarterly and annual revenue targetsNavigate complex sales cycles involving multiple stakeholders and decision-makersPrepare and deliver compelling proposals, presentations, and product demonstrations tailored to legal industry needs
Market Intelligence & StrategyMaintain deep knowledge of the Canadian legal market landscape, including key players, trends, and competitive dynamicsMonitor industry developments, regulatory changes, and emerging opportunities within the corporate legal sectorProvide market feedback to internal teams regarding product development, pricing, and competitive positioningIdentify and attend relevant industry conferences, legal associations, and networking events
Relationship ManagementBuild and nurture long-term relationships with key decision-makers and influencers in target accountsCollaborate with internal teams (marketing, product, customer success) to ensure seamless client onboardingMaintain accurate records of all sales activities, pipeline status,



and forecasts in CRM systemConduct regular territory reviews and adjust strategies based on performance metrics
Required Qualifications3-5 years of B2B sales experience, preferably selling to law firms, corporate legal departments, or skilled services organizationsProven track record of consistently meeting or exceeding sales quotas in a new business acquisition roleStrong understanding of the Canadian legal market structure and business practicesDemonstrated ability to navigate complex, consultative sales processes with multiple stakeholdersExcellent communication, presentation, and negotiation skillsSelf-motivated with strong organizational and time management capabilitiesProficiency with CRM platforms (Salesforce, HubSpot, or similar) and sales productivity toolsBachelor's degree in Business, Marketing, or related field
Preferred QualificationsExisting network within the Canadian legal communityExperience selling SaaS, technology solutions, or legal tech productsBilingual proficiency in English and FrenchKnowledge of legal industry challenges, workflows, and procurement processesPrevious experience managing a defined sales territory growth
#LI-AY1
Replacement: This position is open due to an existing vacancy to support our evolving business needs.
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.
Flexibility & Work-Life Balance:



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. This builds upon our 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

Advantages:

We offer
comprehensive benefit plans to include flexible vacation, two company-wide Mental Health Days off, access to the Headspace app, retirement savings, tuition reimbursement, employee incentive programs, and 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 Rapid, and Stronger Together.
Social Impact: Make an impact in your community with our Social Impact Institute.

We offer
employees two paid volunteer days off annually and opportunities to get involved with pro-bono consulting projects and Environmental, Social, and Governance (ESG) initiatives.
Making a Real-World Impact:We are one of the few companies globally that helps its customers pursue justice, truth, and transparency. Together, with the professiona

📌 Sales Executive (Winnipeg)
🏢 Thomson Reuters
📍 Winnipeg