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
You will partner closely with Sales, Customer Success, Legal, and Finance to structure high-quality deals across land, expand, and renewal motions, directly impacting ARR growth, deal velocity, and long-term customer value
You will enable effective deal progression while also building the frameworks, guardrails, and processes that create consistency and scale
You will balance strong collaboration and commercial flexibility with clear standards and operational rigor, ensuring deals support both immediate revenue objectives and sustainable growth, while reducing friction in the deal process by improving upfront clarity and enabling stronger deal structuring at the source
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 complian 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 and applying Deal Desk judgment to ensure consistent, compliant compensation outcomes
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
Benefits Parental Leave Top-up
RRSP Matching
Health Benefits and Life Insurance Coverage Upon Your First Day
Flexible Vacation
Employee and Family Assistance Program
Full access to the LinkedIn Learning Library
Internal Mentorship Program
Employee-Led Employee Resource Groups
Participation in our Points-based Employee Recognition Program
A beautiful office space located in Liberty Village, Toronto
Opportunities for professional development and career growth
Proven ability to operate in a high-volume, hands-on deal environment while contributing strategically as a subject matter expertFinance, and related stakeholders6+ years of experience in Deal Desk, Commissions, Sales Operations, or Revenue Operations within a B2B SaaS environmentDemonstrated ability to balance a collaborative, solution-oriented approach with adherence to business policies, guardrails, and operational consistencyExperience building, documenting, and optimizing scalable processes and workflowsExcellent communication and stakeholder management skills, with the ability to influence without direct authorityAdvanced Excel or Google Sheets skills with strong analytical and data interpretation capabilitiesProficiency with Salesforce (or equivalent CRM), CLM tools, and workflow/automation systemsDemonstrated experience driving process improvements and automation initiativesStrong cross-functional collaboration experience with Sales, Customer Success, Legal,Strong expertise in SaaS pricing models, discounting, contract structuring, and deal strategyStrong attention to detail and ability to manage competing priorities in a fast-paced environment

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📌 Senior Deal Desk Analyst (Quebec City)
🏢 Achievers
📍 Quebec City