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Senior Analyst, Deal Desk

Achievers
CanadaCanada
Full-time
$94,000 - $115,000
Senior-Level

Job Description

Key Skills Required

Master these to land this role

SaaSProcess OptimizationSales OperationsCRM (Salesforce)Revenue Operations

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The Role

We are seeking a strategic and execution-focused Senior Analyst, Deal Desk to help evolve and mature our Deal Desk function. This is a hands-on individual contributor role that combines day-to-day deal execution with subject matter expertise and functional ownership. You will operate as both a player and a builder—owning deal desk ticket execution and complex deal support while driving process optimization, automation, and scalable improvements.

Key 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, acting as a thought partner to drive the right deal outcomes—not simply an approval step.
  • Provide clear guidance and transparency on pricing, approvals, and deal structures to help Sales and Customer Success navigate trade-offs and drive more efficient deal execution.
  • Apply sound judgment to balance sales velocity with pricing integrity, margin protection, and long-term revenue outcomes.
  • Act as the primary liaison between Sales, Legal, and Finance to align on contract terms, approvals, and deal strategy.
  • Support commissions processes during monthly and quarterly cycles by contributing to crediting validation, exception review, and payout accuracy, stepping in during peak periods or planned absences.
  • Serve as an escalation point for high-impact or non-standard deals, providing clear and data-driven recommendations.
  • Act as a subject matter expert (SME) for deal structuring, pricing strategy, and contracting best practices across the organization.
  • Mentor and support Deal Desk Analysts, sharing subject matter expertise and elevating team capability, consistency, and judgment.
  • Define and evolve pricing frameworks, discount matrices, approval governance, and deal guardrails.
  • Build, document, and standardize Deal Desk processes, playbooks, and operating procedures to drive consistency, clarity, and scalability.
  • Identify and implement opportunities for process optimization, automation, and workflow improvements to reduce manual effort and increase efficiency.
  • Streamline deal approval and contract workflows to accelerate deal cycle times while maintaining appropriate controls and compliance.
  • Develop reporting and dashboards to track deal performance, discounting trends, and operational effectiveness.
  • Enable Sales and Customer Success teams through training and ongoing guidance on pricing, deal structuring, tools, and processes, empowering teams to structure stronger deals upfront.
  • Foster a culture of continuous improvement, balancing collaboration and responsiveness with strong operational discipline, accountability, and consistency.

Experience and Requirements

We seek a candidate with:

  • 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.

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Achievers (operating at achievers.com) is a modern employee engagement and recognition software platform engineered for human resources and talent management teams. Founded in 1995 and co-headquartered in Toronto, Canada, Victoria, Australia, and Manchester, UK, Achievers specializes in transforming workplace culture by replacing outdated recognition systems with a dynamic, data-driven approach. Under the hood, the platform combines gamification, peer-to-peer recognition, and a global rewards marketplace to foster meaningful employee connections. This allows organizations to boost morale, drive productivity, and reduce turnover by celebrating achievements in real time. Backed by $52 million in funding across five rounds, Achievers serves over 290,000 customers and claims to deliver twice the engagement of competing platforms, positioning itself as the world’s most utilized solution in its category.

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