Legal Counsel
Posted on Jan. 28, 2026 by CaseWare International
- Toronto, Canada
- N/A
- Full Time
Caseware is one of Canada's original Fintech companies, having led the global audit and accounting software industry for over 30 years, with more than 500,000 users across 130 countries and available in 16 different languages. While you might not have heard of us (yet) over 36,000 accounting and audit professionals list Caseware as a skill on their LinkedIn profiles!
Caseware is looking for a Legal Counsel to join the scaling and growing in-house Legal Team.
This is a unique opportunity for an energetic, organized and proactive lawyer to join a small legal team supporting a global company. Reporting directly to the General Counsel, the Legal Counsel will assist with the day-to-day management of the legal department and will have a broad scope of responsibilities.
Your primary focus will be to support commercial transactions, assisting the sales teams in complex contract negotiations. You will be comfortable with all types of commercial contracts, such as licensing agreements, SaaS agreements and partnership agreements. As a team player with a broad base of experience, you will also collaborate across the business, providing support and connecting with all areas of the business.
❗This is a new role.
❗The role is available to all members of the Ontario Bar Association currently residing and eligible to work in Ontario, Canada.
❗This is a hybrid role: 3 days a week minimum in the office is expected. Office location: 351 King Street East, Toronto, ON M5C 2V6.
What you will be doing:
- Independently draft, review, and negotiate a broad range of commercial agreements and related documents, including customer license agreements, vendor contracts, non-disclosure agreements, and partnership agreements.
- Support and build relationships with a highly interactive Commercial Sales Team.
- Provide practical and timely advice to different lines of the business including the Finance, People Ops, Information Security, and Compliance Teams.
- Support the continuous improvement of the legal function by developing and administering policies and processes to promote efficiency and collaboration. Investigate and implement legal tech and AI within the legal team.
What you will bring:
- Must be a member in good standing of the Law Society of Ontario.
- A Bachelor of Laws degree (LL.B) and/or Juris Doctor (J.D.) degree.
- A minimum of 3 years of experience advising on commercial contracts in a technology practice or in-house at a technology/SaaS company, working closely with product and sales. Additional experience in privacy, IT, IP, employment and corporate matters is an asset.
- Experience managing files independently, including reviewing and drafting commercial contracts, SaaS, and other technology-related agreements.
- Excellent client relationship and communication skills and the ability to work with a variety of people with varying degrees of legal exposure.
- Must be comfortable with ad-hoc requests, meeting short timelines, and handling multiple projects simultaneously.
- Experience with privacy compliance, including GDPR, PIPEDA, and CCPA strongly preferred.
- Problem solving mindset and can do/get it done attitude is key!
- Openness to feedback and eagerness to learn and grow.
- Most excited when having to think very pragmatically about risks, and understand business priorities. Exercising business judgment to deliver practical and pragmatic solutions when the “right” legal answer is not crystal clear!
Salary Range:
The annual base salary for this position is between $115,000 CAD and $125,000 CAD per year.
This role is also eligible for discretionary bonus and/or commission, as well as other benefits. Actual pay within the listed range will be determined based on factors such as transferable skills, relevant experience, market conditions, and primary work location. The posted range is subject to change and may be updated periodically.
What's in it for you:
️Innovation is at our core. We work with cutting-edge technology in accounting and financial reporting, constantly pushing the boundaries to create impactful software solutions.- ️We are committed to a collaborative culture, where your ideas are valued, and knowledge sharing is encouraged within a supportive, inclusive team.
- ️Work-life balance is important to us. We offer flexible work options, remote opportunities, and generous time-off policies to ensure a healthy work-life balance.
- ️We offer competitive compensation, including a competitive salary and comprehensive benefits such as health insurance and retirement plans.
- ️We are driven by impactful work. Your contributions directly affect how our clients manage financial processes and drive their success.
- ️Recognition and rewards matter to us. We celebrate hard work through recognition programs, performance bonuses, and opportunities for career growth.
- ️We embrace global opportunities. Work on international projects and collaborate with a diverse, global team.
About Caseware:
Caseware's cutting-edge software products are meticulously designed for accounting firms, corporations, and governments. Our teams are continually collaborating, innovating, and building upon our existing suite of products. With a customer-focused mindset, we are building technology that is shaping what the future of audits, financial reporting, and financial data analytics will look like.
With a recent strategic investment from Hg Capital in 2020, Caseware is now in its next major growth phase as we double down on the people and products that have made Caseware so successful to date.
One of Caseware's core values is Many Voices, One Team and with that in mind, we're dedicated to building teams as diverse as our customers in an equitable and inclusive way. We welcome and encourage candidates of all backgrounds to apply. Should you require accommodations or have any questions at any point during the application or interview process, please e-mail our People Operations team at talent@caseware.com.
AI Usage:
The recruitment process may use AI assisted tools but not for candidate screening or assessment. All final hiring decisions are made by humans to ensure fairness, transparency, and oversight.
Background Check:
Any candidates successful in obtaining an offer for a position will need to successfully complete a background check through Certn.co which typically includes an Identity Verification and Criminal Record Check. Executives and Senior Managers will undergo a Soft Credit Check as well. Candidates residing in the Netherlands and Germany are excluded from undergoing background checks via Certn.co
Security and Fraud:
Caseware takes the security of candidates seriously. All legitimate communication from us will come from email addresses ending in @caseware.com and our open positions are always listed on reputable job boards and on our website https://jobs.lever.co/caseware. We will NEVER ask for payment or financial information from you. If you receive an unsolicited job offer, proceed with extreme caution.
Advertised until:
Feb. 27, 2026
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