Senior Deal Desk Manager

This position is listed on behalf of a partner company, who manages all applications and next steps. Our partner is looking for a Senior Deal Desk Manager based in Canada. This is a senior commercial leadership role responsible for guiding complex deal structures, pricing decisions, and negotiations across a global B2B technology environment. You will serve as a key decision-maker for non-standard pricing requests, complex reseller opportunities, RFPs, and commercial agreements. Working closely with Sales, Revenue Operations, Finance, and Legal, you will balance commercial opportunity with pricing risk, policy, and operational feasibility. The role combines strategic judgment with hands-on deal management, ensuring high-value and complex opportunities move forward efficiently. You will also provide leadership and mentorship to Deal Desk professionals, helping establish priorities, improve decision-making, and strengthen team capabilities. Success in this position requires strong commercial acumen, analytical thinking, negotiation skills, and the confidence to influence stakeholders across an organization. It is an opportunity to shape commercial strategy while contributing to broader business initiatives in a fast-moving, technology-driven environment. Accountabilities Provide senior-level decision-making and strategic oversight for non-standard pricing requests across global regions, complex reseller RFPs, and customized commercial agreements. Lead negotiations with sales teams, resellers, and direct customers to structure and finalize pricing agreements, amendments, and complex commercial arrangements. Manage and prioritize the Deal Desk queue, ensuring requests are evaluated efficiently and resolved within established SLA timelines. Assess pricing structures, commercial terms, and deal risks, applying sound judgment to balance revenue opportunities, profitability, customer needs, and established commercial policies. Partner closely with Revenue Operations to ensure proposed deal structures are operationally executable, compliant, and aligned with internal processes. Serve as the primary escalation point and subject matter expert for complex commercial scenarios requiring senior-level judgment. Mentor, coach, and support Deal Desk team members, sharing best practices and helping develop their commercial, analytical, and negotiation capabilities. Establish team priorities, allocate work strategically, monitor case progress, and ensure timely resolution of complex requests. Collaborate with leadership to provide performance feedback, identify development opportunities, and support targeted training initiatives. Contribute to strategic and cross-functional business initiatives, helping improve commercial processes, deal governance, and overall operational effectiveness. Requirements 5-8 years of experience in Deal Desk, commercial pricing, sales operations, or a closely related function, preferably within a B2B SaaS or technology environment. Strong commercial acumen with demonstrated experience negotiating pricing, structuring complex deals, and evaluating commercial trade-offs. Excellent analytical, critical-thinking, and logical-reasoning skills, with the ability to identify underlying risks, opportunities, and business drivers. Proven ability to assess pricing risk and make sound, timely decisions in complex or ambiguous situations. Experience with CPQ or Deal Management platforms; experience with DealHub is preferred. Previous leadership experience in a team-oriented environment, including coaching, mentoring, prioritization, and employee development. Strong interpersonal, relationship-building, influencing, and negotiation skills, with the ability to collaborate effectively across multiple functions and organizational levels. Strong project management capabilities, including the ability to identify business needs, develop practical solutions, and manage initiatives through completion. Excellent written and verbal communication skills, with the ability to clearly explain commercial recommendations and influence stakeholders. Strategic mindset with strong prioritization skills and the flexibility to adapt quickly as business conditions and priorities change. Comfortable working collaboratively across a flat, fast-paced organization and engaging with stakeholders at all levels. Strong technical proficiency with business productivity tools, including Google Workspace and Microsoft Excel. Entrepreneurial mindset, self-motivation, and a willingness to take ownership of new challenges and evolving responsibilities. Benefits Hiring salary range: CAD $116,200-$155,000 annually, with actual compensation determined by skills, qualifications, education, experience, location, and relevant market data. Flexible working arrangements supporting both remote and in-person collaboration. Home office reimbursement program. Competitive medical and dental benefits. Retirement savings program. Baby bonus and parental leave top-up program. Electric vehicle purchase incentive program. Online learning, professional development, and networking opportunities. A collaborative and inclusive work culture designed to support innovation, career growth, and work-life balance. Cloud-based collaboration tools and asynchronous working practices that support distributed teams. Accessibility accommodations throughout the recruitment and employment experience. Opportunities to contribute to strategic initiatives and grow within a rapidly evolving technology environment. How Jobgether Works We use an AI-powered matching process to ensure your application is reviewed quickly, objectively, and fairly against the role's core requirements. Our system identifies the top-fitting candidates, and this shortlist is then shared directly with the hiring company. The final decision and next steps (interviews, assessments) are managed by their internal team. We appreciate your interest and wish you the best! Why Apply Through Jobgether? Data Privacy Notice: By submitting your application, you acknowledge that Jobgether will process your personal data to evaluate your candidacy and share relevant information with the hiring employer. This processing is based on legitimate interest and pre-contractual measures under applicable data protection laws (including GDPR). You may exercise your rights (access, rectification, erasure, objection) at any time. We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.

Lead the structuring and negotiation of complex B2B technology deals and non-standard pricing requests. Provide strategic oversight and mentorship to the Deal Desk team while collaborating with Finance, Legal, and Revenue Operations.

Requires 5-8 years of experience in Deal Desk or sales operations, preferably within a B2B SaaS environment. Must possess strong commercial acumen, leadership experience, and proficiency with CPQ platforms like DealHub.

• Flexible working arrangements • Home office reimbursement program • Medical benefits • Dental benefits • Retirement savings program • Baby bonus • Parental leave top-up program • Electric vehicle purchase incentive program • Online learning • Professional development • Networking opportunities

• Project managementPreferred
• Google WorkspacePreferred
• Microsoft ExcelPreferred

Identified from the job description. Confirm important requirements above.

• Deal Structuring
• Commercial Pricing
• Negotiation
• B2B SaaS
• Revenue Operations
• CPQ
• DealHub
• Analytical Thinking
• Stakeholder Management
• Project Management
• Mentorship
• Risk Assessment
• Commercial Acumen
• Google Workspace
• Microsoft Excel

• Management & Leadership
• Sales
• Finance & Accounting
• Software
• Consulting

Minimum experience

5+ years

Posting language

English

Working hours

40 hours per week

Seniority

Mid-Senior level

Application method

Direct apply is available