OpenText

OpenText is a global leader in information management, where innovation, creativity, and collaboration are the key components of our corporate culture. As a member of our team, you will have the opportunity to partner with the most highly regarded companies in the world, tackle complex issues, and contribute to projects that shape the future of digital transformation. AI-First. Future-Driven. Human-Centered. At OpenText, AI is at the heart of everything we do—powering innovation, transforming work, and empowering digital knowledge workers. We are hiring talent AI can't replace to help us shape the future of information management. Join us. OPENTEXT OpenText is a global leader in information management, where innovation, creativity, and collaboration are the key components of our corporate culture. As a member of our team, you will have the opportunity to partner with the most highly regarded companies in the world, tackle complex issues, and contribute to projects that shape the future of digital transformation. YOUR IMPACT At OpenText, every day is filled with unique and exciting challenges. We're thrilled to announce an exceptional opportunity for a commercial Legal Counsel to join our dynamic in-house legal team. This role is perfect for someone eager to work with a wide array of technology and AI forward products and services supporting company growth. You'll be at the forefront of negotiating and drafting a wide variety of commercial technology agreements, supporting our sales activities across the Americas. From cloud services agreements to software licenses and professional services, you'll play a crucial role in shaping our success. In this role, you will be a trusted Legal advisor and business partner collaborating with cross-functional teams and diverse internal clients. You'll handle escalations with finesse and provide insightful analysis and guidance on company transactions and innovative go-to-market products. Your expertise will be crucial in evaluating risks, updating templates, creating and delivering impactful training, and managing projects that benefit the Legal team. What The Role Offers Ability to lead negotiation and drafting efforts on a wide range of SaaS commercial technology agreements including cloud services agreements, software licenses, and professional services. Act as trusted legal advisor and business partner supporting an evolving business and working with cross-functional groups. Drive the legal team’s strategic initiatives, including development and implementation of processes that improve time-to-contract without material increases in risk. Provide practical guidance to the internal client groups that balance business-oriented solutions and legal risk with a commercial focus. Exposure to complexities of a multi-faceted, global business and cross-functional teams with a focus on collaboration and growth. Extremely collaborative team of colleagues worldwide. Office based - Canada Office locations include: Richmond Hill, Waterloo, Toronto, Ottawa. What You Need To Succeed 4+ years previous experience in legal counsel role conducting contract negotiations for technology cloud/SAAS services and software (sell-side). Interest in learning new technologies and business models; and using new technologies in your daily work. Vision to create new templates and streamline processes; and willing to make recommendations and participate in the decision-making process. Experience doing business with regulated industries, such as healthcare and finance; solid understanding or interest in data privacy/data security a plus. Strong “hands on” experience drafting, negotiating and providing guidance on a wide variety of agreements: particularly software licensing; hosted/cloud based product agreements; professional services contracts; and maintenance and support agreements. Knowledge of working in the IT sector and assisting sales executives on commercial and sales transactions. Ability to advise management on risks across the business and strategies for mitigation. Licensed member of the bar in good standing in a Canadian province. Practical mindset. Think creatively, act professionally. ONE LAST THING OpenText is more than just a corporation, it's a global community where trust is foundational, the bar is raised, and outcomes are owned. Our 30-year legacy encompasses delivering over 700 innovative products and services, with over 120,000 enterprise customers, including 98 of the Top 100 companies, and 150 million end users. As a member of our team, you will have the opportunity to partner with the most highly regarded companies in the world, tackle complex issues, and contribute to projects that shape the future of digital transformation. OpenText's commitment to diversity and inclusion surpasses legal requirements, evident in our Equal Employment Opportunity Statement of Policy which promotes a respectful and empowering environment for employees of all backgrounds, culture, national origin, race, color, gender, gender identification, sexual orientation, family status, age, veteran status, disability, religion, or other basis protected by applicable laws. If you need assistance and/or a reasonable accommodation due to a disability during the application or recruiting process, please contact us at hr@opentext.com. Our proactive approach fosters collaboration, innovation, and personal growth, enriching OpenText's vibrant workplace. Compensation: At OpenText, we offer a thoughtfully designed benefits package that supports your physical, emotional, and financial wellbeing. A summary of those benefits can be found on our Why Join Us page. As you move through the hiring process, we’re happy to provide more details about our compensation programs, including variable and commission compensation opportunities for eligible roles, vacation entitlement, and paid time off. Salary Range: $125,520- $175,520; Depending on the candidate’s education, experience, skills, geographical location, and alignment with internal equity and external market, actual salary may vary and be higher or lower than the range posted. AI Usage Disclosure: As part of our commitment to transparency, we use artificial intelligence (AI) tools to assist in various stages of our recruitment process, including resume screening, candidate matching, interview scheduling, and communications. These tools are designed to improve efficiency, reduce bias, and enhance candidate experience. All decisions regarding hiring are made by qualified human professionals, and we continuously monitor our AI systems to ensure fairness and compliance with applicable regulations.  

With millions of diners, 70,000+ restaurant partners and 25+ years of experience, OpenTable, part of Booking Holdings, Inc. (NASDAQ: BKNG), is an industry leader with a passion for helping restaurants thrive. Our world-class technology empowers restaurants to focus on what matters most – their team, their guests, and their bottom line – while enabling diners to discover and book the perfect restaurant for every occasion. Every employee at OpenTable has a tangible impact on what we do and how we do it. You’ll also be part of a global team and its portfolio of metasearch brands. Hospitality is all about taking care of others, and it defines our culture. This posting is for an existing vacancy. About The Job OpenTable is seeking a highly organized and motivated Associate Counsel, Commercial to join our legal team in Toronto, Canada, in a hybrid capacity (2 days/week in-office). In this role, you will draft, negotiate, and review a diverse suite of commercial contracts across multiple jurisdictions. Working closely with internal business teams, external stakeholders, and colleagues across Booking Holdings, you will support strategic business objectives while proactively managing and mitigating legal risk. This position offers an exciting opportunity to drive key product and vendor initiatives in a fast-paced, collaborative environment. Responsibilities Draft, review, and negotiate a broad spectrum of international commercial agreements, including partner, vendor, SaaS, service agreements, non-disclosure agreements, real estate leases, and other ancillary agreements. Develop and maintain contracting playbooks, workflows, and optimized legal processes, including enabling business teams to self-serve on routine legal matters. Deliver practical legal advice on commercial product initiatives, payment-related matters, and customer support inquiries. Assess and communicate legal and business risks effectively, offering strategic solutions and actionable mitigation tactics. Advise on contractual disputes and guide cross-functional teams toward efficient, favorable resolutions. Collaborate seamlessly with cross-functional business units, global procurement, external stakeholders, and global legal counterparts across Booking Holdings. Minimum Qualifications J.D. or equivalent degree from an accredited law school, with active bar admission and good standing in at least one state or province. Minimum 3 years of experience drafting, redlining, and negotiating commercial contracts across multiple jurisdictions, including the United States. Strong attention to detail, demonstrated experience applying standard playbooks, spotting critical issues, assessing risk, and executing sound decisions under tight deadlines. Proven track record of managing multiple legal matters independently and adapting effectively to changing business priorities. Strong written and verbal communication skills, with a collaborative approach to partnering across cross-functional teams. Collaborative mindset, excellent judgment, high integrity, strong interpersonal skills, and a “can-do” attitude. Preferred Qualifications Prior in-house legal experience. Prior experience utilizing contract lifecycle management (CLM) platforms and document management tools. Fluency or working proficiency in additional languages to support global commercial operations. Demonstrated openness and adaptability to expanding expertise into new or emerging areas of law. Benefits and Perks Work from (almost) anywhere for up to 20 days per year Focus on mental health and well-being: Company-paid therapy sessions through SpringHealth Company-paid subscription to Headspace Annual company-wide week off a year - the whole team fully recharges (and returns without a pile-up of work!) Paid parental leave Generous paid vacation + time off for your birthday Paid volunteer time Focus on your career growth: Development Dollars Leadership development Access to thousands of on-demand e-learnings Travel Discounts Employee Resource Groups 20 days of paid time off Private health and dental insurance Life and Disability insurance The best connections happen face-to-face, whether you’re sitting down to dinner or having coffee with a coworker. That’s why OpenTable has adopted a hybrid workplace model. This role aligns with that approach, with an expectation of coming into the office two days a week—giving employees the best of both worlds: in-person collaboration and flexibility. The expected range of compensation for this position based in Toronto, Canada, including commission and/or bonuses, is $145,000-$155,000 CAD. There are a variety of factors that go into determining a compensation range, including but not limited to external market benchmark data, geographic location, and years of experience sought/required. We offer a competitive base salary and benefits including: health benefits; flexible spending account; retirement benefits; life insurance; paid time off (including PTO, paid sick leave, medical leave, bereavement leave, floating holidays and paid holidays); and parental leave benefits. This role is eligible to be considered for an annual bonus. Work Environment & Flexibility At OpenTable, we pride ourselves on fostering a global and dynamic work environment. As a team member with us, you will benefit from a schedule tailored to accommodate a global workforce operating across multiple time zones. While the majority of your responsibilities may align with conventional business hours, there will be instances where you are expected to manage communications - via calls, Slack messages, or emails - outside of regular working hours to effectively collaborate with international colleagues, respond to restaurant partners, and/or address urgent matters. OpenTable will always abide by and consider local laws and regulations. Inclusion We’re committed to creating a workplace where everyone feels they belong and can thrive. We know the best ideas come when we bring different voices to the table, so we're building a team as dynamic as the diners and restaurants we serve—and fostering a culture where everyone feels welcome to be themselves. If you need accommodations during the application or interview process, or on the job, we’re here to support you. Please reach out to your recruiter to request any accommodations.