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LEAP Legal Software

Cloud-based practice management for law firms

Support Specialist

Full-TimeUpdated on 10/17/2026
CA$55k - CA$60k+ RRSP Match
Junior, Mid
Toronto, ON, Canada
HybridHybrid work includes days at the downtown Toronto office and work-from-home days.
Customer Experience & SupportCustomer Support

About the job

Requirements
  • The candidate must have 1–3 years of experience in technical support or a similar customer-facing role.
  • The candidate must have strong communication, customer service, and writing skills, including the ability to support clients by phone and chat.
  • The candidate must be computer proficient and have basic computer troubleshooting knowledge, including managing files, folders, network drives, folder maps, and installation issues.
  • The candidate must have strong experience with Microsoft Office products.
  • The candidate must have strong interpersonal skills and attention to detail, effective time management, and the ability to meet deadlines, commit to team goals, and work independently and collaboratively.
Responsibilities
  • Provide client support and resolve technical issues via email, phone, and chat.
  • Understand and solve clients’ business and software needs.
  • Guide clients through specific LEAP software product features to resolve technical issues.
  • Develop clear, engaging, and effective self-help resources for LEAP’s Self-Support Centre, including step-by-step how-to articles, demonstration videos, and other educational materials.
  • Work independently and within a small team to meet deadlines and client needs.
Desired Qualifications
  • Previous experience working with legal software or in a legal technology environment is an asset.

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