Senior Deal Desk Analyst ⭐
Achievers· Corporate Operations – Revenue Operations
Remote$94k - $115kFull-time permanentPosted 4w ago
About the role
Strategic and execution-focused Senior Analyst, Deal Desk responsible for day-to-day deal execution, complex deal support, and building scalable deal processes. Partners with Sales, Customer Success, Legal, and Finance to structure high-quality deals across land, expand, and renewal motions, while driving process optimization, automation, and ARR growth.
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
- Serve as an escalation point for high-impact or non-standard deals, providing clear and data-driven recommendations
- Act as a 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
Qualifications
- 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
Skills
Required:Deal Desk managementPricing strategyContract structuringCross-functional collaboration
Benefits
- Rewards for your impact through our Recognition and Rewards program
- Health Benefits and Life Insurance Coverage beginning on your first day
- Parental Leave Top-up
- Employer matched RRSP contributions
- Flexible Vacation
- 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 Liberty Village, Toronto office
Last updated Oct 21, 2026. Interested? Apply on the company site.
About Achievers
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