Deal Desk Specialist

Job Description

Join the Legal Tech Revolution at Litera

Are you ready to shape the future of how law is practiced? At Litera, we’re on a mission to Raise The Bar™️ for the legal profession by delivering transformational and globally-trusted solutions to law firms and corporate legal teams worldwide. We’ve been a leader in legal tech innovation for 30 years and are leading the legal AI revolution to this day with most of the world’s largest law firms as our clients. If you’re passionate about building AI-forward solutions that scale globally and want your work to impact millions of legal professionals worldwide, this is your opportunity to be part of an extraordinary team that’s elevating the craft of law.

As part of our strategic growth and commitment to fostering collaboration and operational excellence, we are transitioning to a hybrid working model. This position is based in Toronto and candidates should reside within reasonable commuting distance, as this role requires on-site presence at least three days per week.

Overview:

As a Deal Desk Specialist, you would support in the structuring and closing of key deals by collaborating internally with sellers (AEs, CSMs) as well as cross-functionally with teams such as Finance, Legal, Systems Operations, Professional Services, Partnerships, etc. You are the “jack of all trades” that navigates within the white-space between teams to get deals unstuck. At its core, the role is strategic problem solving and the ability to work creatively within parameters.

You would also contribute to the development, implementation, and streamlining of internal sales operations workflow through standardizing and automating processes. This could include creating and analyzing dashboards/reports/metrics, creative automation of processes, proactive deal reviews, etc. The daily work will largely be conducted within Litera’s Salesforce CPQ instance as well as collaboration through Microsoft Teams and Outlook. Additional platforms of interest would include HighSpot, Confluence, Scribe, Power BI, Excel, etc.

Qualifications:

• Bachelors in relevant field (e.g. Business Administration, Operations, Finance, Economics, Legal Studies)
• Minimum 2 years of experience in Sales Operations or a related field (e.g. RevOps, FP&A, Finance, Contracts Administration)

Bonus Qualifications (Not required or expected but would give candidates an edge):

• Bachelors in technical or analytical fields is an asset (e.g. Information Systems, Data Analytics, Statistics)
• Experience with Salesforce CPQ
• Proficiency with reporting or analytics (e.g. Salesforce Reporting, Power BI, Excel) and familiarity with SaaS metrics including ARR
• Understanding of end-to-end deal flow (financials, pricing, common contract terms, deal structuring)

Ideal Candidate Profile:

• Driven, articulate, resilient, agile, sharp, and analytical
• Can quickly synthesize complex cases and creatively solve problems
• Excellent verbal and written communication skills with a collaborative solution-oriented mindset
• Self-motivated and resourceful, able to work independently with minimal supervision

Job Structure:

• This will be a hybrid position. It is currently fully remote, but a downtown Toronto office will be established in early 2026, at which point the candidate will be expected to work in-office 3 times a week.
• The base salary range for candidates hired in Canada is $85,000 to $105,000 CAD annually, dependent on experience and qualifications.
• In addition to the base salary, the compensation package would include a 10% annual bonus (dependent on personal and company performance), benefits package, retirement matching, etc.