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Senior Sales Executive, Transactional Practices - GLLF

Remote / Online - Candidates ideally in
Chicago, Cook County, Illinois, 60290, USA
Listing for: TRSS
Apprenticeship/Internship, Remote/Work from Home position
Listed on 2026-02-15
Job specializations:
  • IT/Tech
Salary/Wage Range or Industry Benchmark: 351000 USD Yearly USD 351000.00 YEAR
Job Description & How to Apply Below

Employer Industry: Legal Technology

Why consider this job opportunity
  • Salary up to $351,000
  • Flexibility to work from anywhere for up to 8 weeks per year
  • Comprehensive benefits package including flexible vacation, mental health days, and wellness resources
  • Opportunities for career development and growth through continuous learning programs
  • Make a real-world impact by helping clients pursue justice and transparency
  • Award-winning culture recognized for inclusion, belonging, and work-life balance
What to Expect (Job Responsibilities)
  • Own full-cycle enterprise sales, including prospecting, negotiation, and closing deals
  • Develop and execute territory and account strategies for transactional practices within Global Large Law Firms
  • Engage senior stakeholders with tailored storytelling, demos, and ROI narratives
  • Create and manage a pipeline through targeted outreach and account-based campaigns
  • Maintain accurate forecasting and documentation in CRM
What is Required (Qualifications)
  • 4+ years of successful B2B software/SaaS sales experience with large law firms, particularly in transactional practices
  • Proven ability to build long-term professional relationships with senior law firm stakeholders
  • Strong communication and influence skills to align teams around shared goals
  • High-agency operator with a drive for resilience and creativity in problem-solving
  • Fluency in modern sales methodologies such as MEDDICC or Solutions Selling
How to Stand Out (Preferred Qualifications)
  • Experience in legal technology or professional services technology solutions
  • Demonstrated ability to manage complex sales cycles and stakeholder engagement
  • Curiosity about attorney workflows and firm challenges
  • Ability to translate product capabilities into measurable outcomes for attorneys

We prioritize candidate privacy and champion equal-opportunity employment. Central to our mission is our partnership with companies that share this commitment. We aim to foster a fair, transparent, and secure hiring environment for all. If you encounter any employer not adhering to these principles, please bring it to our attention immediately.

We are not the EOR (Employer of Record) for this position. Our role in this specific opportunity is to connect outstanding candidates with a top-tier employer.

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Position Requirements
10+ Years work experience
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