Senior Deal Desk Manager

Remote Full TimeCanada (Remote)Jobgether

Role Overview

This is a senior commercial leadership role responsible for guiding complex deal structures, pricing decisions, and negotiations across a global B2B technology environment. The role combines strategic judgment with hands-on deal management, ensuring high-value and complex opportunities move forward efficiently.

What You Will Do

Provide senior-level decision-making and strategic oversight for non-standard pricing requests, lead negotiations with sales teams, resellers, and direct customers, and manage and prioritize the Deal Desk queue.

Why It Might Be a Fit

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.

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

  • 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

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