Senior Deal Desk Analyst

Posted 2 weeks ago

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About the role

  • Senior Deal Desk Analyst managing complex pricing, contracting, and commissions for Achievers’ employee recognition platform. Building scalable Deal Desk processes, automation, and governance.

Responsibilities

  • Own and execute day-to-day Deal Desk support, including managing deal reviews, pricing requests, discount approvals, and contract structuring across new business, expansion, and renewal deals
  • Lead complex and non-standard deals, providing strategic guidance on pricing, licensing models, and commercial constructs
  • Partner with Sales and Customer Success to structure competitive, scalable, and compliant deals
  • Provide guidance on pricing, approvals, and deal structures to improve deal execution
  • Balance sales velocity with pricing integrity, margin protection, and long-term revenue outcomes
  • Act as the primary liaison between Sales, Legal, and Finance on contract terms, approvals, and deal strategy
  • Support commissions processes during monthly and quarterly cycles, including crediting validation, exception review, and payout accuracy
  • Serve as an escalation point for high-impact or non-standard deals
  • Act as a subject matter expert for deal structuring, pricing strategy, and contracting best practices
  • Mentor and support Deal Desk Analysts
  • Define and evolve pricing frameworks, discount matrices, approval governance, and deal guardrails
  • Build, document, and standardize Deal Desk processes, playbooks, and operating procedures
  • Identify and implement process optimization, automation, and workflow improvements
  • Streamline deal approval and contract workflows while maintaining controls and compliance
  • Develop reporting and dashboards to track deal performance, discounting trends, and operational effectiveness
  • Train and guide Sales and Customer Success teams on pricing, deal structuring, tools, and processes
  • Foster continuous improvement with operational discipline, accountability, and consistency

Requirements

  • 6+ years of experience in Deal Desk, Commissions, Sales Operations, or Revenue Operations within a B2B SaaS environment
  • Proven ability to operate in a high-volume, hands-on deal environment while contributing strategically as a subject matter expert
  • Strong expertise in SaaS pricing models, discounting, contract structuring, and deal strategy
  • Experience building, documenting, and optimizing scalable processes and workflows
  • Demonstrated experience driving process improvements and automation initiatives
  • Strong cross-functional collaboration experience with Sales, Customer Success, Legal, Finance, and related stakeholders
  • Proficiency with Salesforce (or equivalent CRM), CLM tools, and workflow/automation systems
  • Advanced Excel or Google Sheets skills with strong analytical and data interpretation capabilities
  • Excellent communication and stakeholder management skills, with the ability to influence without direct authority
  • Demonstrated ability to balance a collaborative, solution-oriented approach with adherence to business policies, guardrails, and operational consistency
  • Strong attention to detail and ability to manage competing priorities in a fast-paced environment

Benefits

  • Rewards for your impact through our Recognition and Rewards program
  • Employee and Family Assistance Program offering mental health, legal, and financial counselling
  • Supported professional development and career growth (LinkedIn Learning, mentorship)
  • Employee-Led Employee Resource Groups that celebrate our diversity
  • Regular events designed to build connection, belonging, and well-being
  • Hybrid flexibility, with time in our beautiful Liberty Village, Toronto office

Job title

Job type

Contract

Experience level

Senior

Salary

CA$94,000 - CA$115,000 per year

Degree requirement

No Education Requirement

Location requirements

HybridTorontoCanada

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