Senior Sales Executive – Transactional Practices

Thomson Reuters

Senior Sales Executive driving new growth for AI-enabled legal technology portfolio at Thomson Reuters. Focusing on building relationships with transactional attorneys in large law firms.

Posted 6/16/2026full-timeRemote • 🇨🇦 CanadaSeniorWebsite

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

B2B salesSaaS salesbusiness case developmentnegotiationpipeline creationCRM hygienesales methodologiesMEDDICCChallengerSolutions Selling

Soft Skills

relationship managementbusiness developmentcommunication skillsinfluence skillsdriveresiliencecoachabilityhigh-agency operatorstorytellingorganizational skills

Industry Keywords

enterprise saleslarge law firmstransactional practicesdiligence-heavy workflowsterritory strategyaccount strategystructured opportunity plansmulti-stakeholder opportunitiesforecasting rigoroutbound sales

About the role

Key responsibilities & impact

Own full-cycle enterprise sales: prospecting, discovery, value mapping, business case development, multi-threading, negotiation, and close
Build the segment from the ground up: create and execute a focused territory and account strategy
Engage senior stakeholders across transactional practices with compelling storytelling, tailored demos, and ROI-driven narratives
Run structured opportunity plans
Become product fluent across solutions that support transactional and diligence-heavy workflows
Create pipeline with disciplined outbound
Orchestrate internal resources to progress multi-stakeholder opportunities
Drive internal alignment and influence
Maintain forecasting rigor and CRM hygiene

Requirements

What you’ll need

4+ years of successful B2B software/SaaS sales experience with large law firms
High-agency operator
Drive and resilience
Coachability
Relationship management & business development strength
Communication and influence skills
Fluency in modern sales methodologies like MEDDICC/Challenger/Solutions Selling
Workflow orientation

Benefits

Comp & perks

Flex My Way workplace policies
Flexible work arrangements, including work from anywhere for up to 8 weeks per year
Career Development and Growth programs
Comprehensive benefit plans including 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
Paid volunteer days off annually
Opportunities for pro-bono consulting projects and ESG initiatives