Senior Sales Executive – Transactional Practices

This is a fully remote position, open to applicants in Canada.

📋 Description

• Take charge of the complete enterprise sales process: including prospecting, discovery, value mapping, business case development, multi-threading, negotiation, and closing.

• Develop the segment from the ground up by establishing and executing a targeted territory and account strategy.

• Engage with senior stakeholders across transactional practices through compelling storytelling, customized demos, and ROI-driven narratives.

• Implement structured opportunity plans.

• Attain product fluency in solutions that facilitate transactional and diligence-heavy workflows.

• Generate a strong pipeline through disciplined outbound efforts.

• Coordinate internal resources to advance multi-stakeholder opportunities.

• Foster internal alignment and influence.

• Uphold strict forecasting practices and maintain CRM hygiene.

⛳️ Requirements

• A minimum of 4 years of proven B2B software/SaaS sales experience with large law firms.

• High-agency operator.

• Demonstrated drive and resilience.

• Coachable and open to feedback.

• Strong relationship management and business development skills.

• Excellent communication and influence abilities.

• Proficient in modern sales methodologies such as MEDDICC, Challenger, and Solutions Selling.

• Workflow-oriented mindset.

🏝️ Benefits

• Flex My Way workplace policies.

• Flexible work arrangements, including the option to work from anywhere for up to 8 weeks per year.

• Career development and growth programs.

• Comprehensive benefit plans that include flexible vacation options.

• Two company-wide Mental Health Days off.

• Access to the Headspace app.

• Retirement savings plans.

• Tuition reimbursement opportunities.

• Employee incentive programs.

• Resources dedicated to mental, physical, and financial wellbeing.

• Paid volunteer days off each year.

• Opportunities for pro-bono consulting projects and participation in ESG initiatives.