Senior Sales Executive, Transactional Practices - GLLF in Canada Creek, Nova Scotia at Jobgether

This position is posted by Jobgether on behalf of a partner company. We are currently looking for a Senior Sales Executive, Transactional Practices – GLLF in Canada.

This role sits at the forefront of enterprise legal technology sales, focused on expanding adoption across Global Large Law Firms within high-value transactional practices such as M&A, debt financing, and capital markets. You will drive complex, full-cycle SaaS sales engagements with senior legal stakeholders, shaping how large firms adopt AI-enabled solutions to transform deal execution and diligence workflows. Operating in a highly strategic and competitive environment, you will help define the go-to-market motion for a growing segment. The role requires strong commercial acumen, storytelling ability, and confidence engaging C-level and partner-level audiences. You will collaborate closely with cross-functional teams including solution engineers, product, and marketing to build scalable sales strategies. This is a high-impact, builder-style position where your work directly influences revenue growth, product adoption, and long-term market positioning.

In this role, you will lead the full enterprise sales cycle while shaping the foundational strategy for transactional practice growth within large law firms. You will be responsible for building pipeline, driving complex deal execution, and establishing repeatable sales motions across a new or evolving segment.

• Own end-to-end enterprise sales cycles including prospecting, discovery, value mapping, negotiation, and closing high-value deals.
• Develop and execute a territory strategy targeting transactional legal practices across Global Large Law Firms.
• Engage senior stakeholders such as practice leaders, partners, and legal operations executives with tailored, ROI-driven narratives.
• Build and maintain strong pipeline generation through outbound prospecting, account-based strategies, and cross-functional collaboration.
• Translate product capabilities into clear business outcomes using solutions such as CoCounsel, HighQ, and Noetica.
• Orchestrate internal resources (sales engineering, marketing, leadership) to advance complex, multi-stakeholder opportunities.
• Maintain accurate forecasting, CRM discipline, and structured opportunity management (e.g., MEDDICC or equivalent).
• Contribute to shaping the broader go-to-market playbook through field insights and performance feedback.

This position requires strong enterprise SaaS sales experience within legal, professional services, or similarly complex B2B environments. You will need the ability to operate independently, influence senior stakeholders, and build scalable sales strategies from the ground up.

• 4+ years of B2B SaaS or enterprise software sales experience, ideally within legal tech or large law firm environments.
• Proven ability to manage complex, multi-threaded enterprise sales cycles.
• Strong understanding of transactional legal workflows and law firm operating models.
• Experience selling value-based solutions to senior decision-makers and partner-level stakeholders.
• Fluency in modern sales methodologies (e.g., MEDDICC, Challenger, solution selling).
• Excellent communication, storytelling, and negotiation skills.
• Strong analytical mindset with the ability to translate technical capabilities into measurable business outcomes.
• High autonomy, resilience, and ability to thrive in ambiguous, builder-oriented environments.

• Flexible work arrangements, including remote-first options and limited “work from anywhere” periods per year.
• Competitive compensation with performance-based incentives.
• Comprehensive benefits package including health, dental, vision, and retirement savings plans.
• Flexible vacation policy plus additional company-wide mental health days.
• Access to wellness tools and programs supporting mental, physical, and financial wellbeing.
• Learning and development support, including structured growth programs and tuition reimbursement.
• Employee volunteer days and participation in social impact initiatives.
• Inclusive, globally distributed work culture with strong emphasis on collaboration and belonging.