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LEAP Legal Software

Cloud-based practice management for law firms

Business Development Manager - Account Executive

Full-TimePosted on 10/16/2026
CA$73k - CA$85k/yr+ Uncapped commission
Mid
Toronto, ON, Canada
HybridThree days per week in the Toronto office.
Sales & Account ManagementAccount Executive

About the job

Requirements
  • At least 2–3 years of full-cycle B2B sales experience, ideally in SaaS or technology, with a proven record of meeting or exceeding quota.
  • Comfort prospecting, building a pipeline from scratch, and converting cold leads into closed deals.
  • Use consultative selling to identify business problems and demonstrate how a solution addresses them.
  • Build trust with senior partners, directors, and business owners, and participate confidently in commercial conversations.
  • Communicate effectively in writing and verbally, including follow-up emails and live demonstrations.
  • Manage time, pipeline, and forecasts accurately.
  • Demonstrate a strong drive to win and openness to coaching and continued improvement.
Responsibilities
  • Sell LEAP software and achieve the revenue quota.
  • Run webinar demonstrations and sales presentations to show firms LEAP’s capabilities.
  • Follow up on tasks, emails, and activities needed to win opportunities.
  • Negotiate pricing and use incentives when useful to close deals.
  • Aim to achieve a high close rate on each lead.
  • Build a sales strategy for the assigned region.
  • Maintain a quarterly business plan with clear goals and KPI tracking.
  • Work with the BDR team to coordinate sales efforts.
  • Build customer relationships that can lead to introductions to additional firms.
  • Prospect in the assigned territory and own top-of-funnel pipeline growth.
  • Keep Salesforce updated with accurate tasks, notes, and forecasts.
  • Coordinate with internal teams and prospect-firm contacts to advance deals.
  • Involve teammates and leadership when doing so can move a deal forward.
  • Use coaching and feedback, and tools such as Gong, to improve sales skills.
  • Develop product knowledge through ongoing training.
  • Use the company’s sales assets throughout the sales process.
Desired Qualifications
  • Experience selling to law firms or other professional services firms.
  • Hands-on Salesforce experience.
  • Familiarity with Gong, Outreach, or LinkedIn Sales Navigator.

About the company

LEAP Legal Software provides a cloud-based practice management platform for small to medium-sized law firms. The software combines case management, document creation, and billing in an online workspace, with state-specific automated forms that fill into documents to reduce manual entry. It differentiates itself by offering jurisdiction-specific templates and a network of certified consultants to implement and tailor the system for each firm. The goal is to improve efficiency and profitability for smaller firms by automating routine tasks and speeding up document production so attorneys can focus more on legal work.

Company Size

51-200

Company Stage

N/A

Total Funding

N/A

Headquarters

Australia

Founded

1992

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Simplify's Take

What believers are saying

  • LEAP launched Lawmatics integration in January 2026, linking intake, billing, and document automation.
  • LEAP added Microsoft Power BI connectivity, giving firms reporting without coding.
  • LEAP's 2026 AI compliance messaging aligns with Australia's 29 May court guidance.

What critics are saying

  • LEAP's April 2026 Adobe integration failure exposed brittle desktop dependencies.
  • Microsoft and Lawmatics integrations deepen platform dependence on third-party roadmaps.
  • A major LEAP AI malpractice incident would trigger defections and regulatory scrutiny.

What makes LEAP Legal Software unique

  • LEAP's 2026 AI products, LawY, Generator, and Matter AI, target law-firm workflows directly.
  • Its libraries include 6,000-plus automated forms and precedents across litigation matters.
  • Denovo BI's April 2025 sale added analytics depth to LEAP's reporting stack.

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Benefits

  • Health Insurance
  • Retirement Savings Plan
  • Work/Life Balance
  • Culture
  • Employee stock Purchase Plans
  • Learning & Development
  • Global Workspace
  • PTO Program

Company News

PR Newswire
Nov 26th, 2024
Leap Awarded "Overall Practice Management Solution Of The Year" Again By Legaltech Breakthrough

JERSEY CITY, N.J., Nov. 26, 2024 /PRNewswire/ -- LEAP, the only all-in-one legal practice management solution, announced today that it has been awarded the 2024 "Overall Practice Management Solution of the Year" by LegalTech Breakthrough. This marks the fourth consecutive year that LegalTech Breakthrough, an independent market intelligence organization, has honored LEAP with this recognition, reinforcing the platform's position as a global leader in legal software. The 2024 program attracted thousands of nominations. LEAP's cloud-based solutions provide attorneys with robust features, combining case management, document automation, legal accounting, billing, automatic time tracking, AI capabilities, and more into a centralized platform. With technology developed specifically for law firms across all practice areas, LEAP enables attorneys to work more efficiently, improve client services, and increase revenue

iCrowdNewswire
Dec 6th, 2022
Leap Legal Software Shortlisted For 2022-2023 Cloud Awards – Icrowdnewswire

International Cloud Computing Awards Program Announces Initial ShortlistJersey City, NJ – December 6, 2022 – LEAP Legal Software has been shortlisted in the 2022-2023 Cloud Awards program in the “Best Cloud Migration or Systems Integration Solution” category for its innovative data migration tool, LEAP Strato.LEAP Strato is a proprietary solution by LEAP Legal Software, built specifically to transition law firm data from legacy on-premises software programs to LEAP seamlessly, quickly, and accurately. This type of technology is revolutionary to the market. It allows law firms to easily adopt the latest legal cloud technology innovations, to better serve their communities, while maintaining compliance and data integrity through enhanced security powered by the cloud.“As the leader in efficiently transitioning law firms from manual processes and on-premises software, we are honored that LEAP Strato is being recognized for its innovation for our customers,” said Peter Baverstock, CEO of LEAP US. “Being shortlisted for the Best Cloud Migration or Systems Integration Solution is a considerable achievement for our team. We are thrilled to be included with the other nominees.”The legal industry has recognized the need to move law firm operations to the cloud to increase profitability, productivity, and client satisfaction with enhanced legal services. For over 30 years, LEAP legal practice productivity solution, hosted on Amazon Web Services—the world’s most secure cloud provider, has set the global standard and been the most trusted cloud solution with features to support practice management, document management and assembly, legal publishing, and legal accounting for all common areas of law