Senior Commercial Deal Desk Analyst

Jobgether; Toronto; On-site; CAD 133,000 - 186,000; Full time

Benefits offered by this job

Remote-first environment

Equity grant (where applicable)

Health benefits

401(k) plan (US)

Paid time off

On-site onboarding in Toronto

Job summary

Jobgether is partnering to fill a Senior Commercial Deal Desk Analyst position based in Canada. You will work across Sales, Finance, Legal, and Revenue Operations to manage complex commercial decisions and govern quote-to-cash processes.

You will help implement scalable deal desk foundations, automate workflows, and advise on pricing, terms, and renewals. The role supports teams across the US and Canada with an in-person onboarding in Toronto.

Qualifications

• 4+ years of experience in Deal Desk, Revenue Operations, Commercial Finance, or related in B2B SaaS.
• Hands-on experience with Salesforce CRM and Salesforce CPQ/Revenue Cloud.
• Strong understanding of ARR, multi-year agreements, renewals, co-terms, ramps, bundled products, and discounting.
• Experience building and improving processes, documentation, approval workflows, and commercial policies.
• Excellent communication skills and ability to influence stakeholders without formal authority.

Responsibilities

• Partner with sales leaders, Finance, Legal, and Revenue Operations to structure and execute complex deals.
• Advise on pricing, discounting, contract terms, amendments, renewals, and co-terms.
• Review and process deal submissions in Salesforce CPQ/Revenue Cloud for accuracy and readiness.
• Help establish and scale Deal Desk foundations, including intake, approvals, governance, SLAs, and documentation.
• Create playbooks, training resources, and office hours to enable sales teams.
• Identify automation opportunities using AI to streamline quote-to-cash workflows.
• Analyze deal data and KPIs to identify bottlenecks and improve revenue growth.
• Continuously improve processes, balancing customer needs with pricing discipline.

Skills

Strong commercial judgment

Excellent written & verbal comms

Adaptability & curiosity

Problem-solving skills

Tools

Salesforce CRM

Salesforce CPQ/Revenue Cloud

AI/automation tools

Job description

This position is listed on behalf of a partner company, who manages all applications and next steps. Our partner is looking for a Senior Commercial Deal Desk Analyst based in the Canada.

This role willhelp build andscale a commercialDeal Desk functionwithin a fast-growing B2B SaaSenvironment.
You’ll work atthe intersection ofSales, Finance, Legal, and Revenue Operationson complex,high-impact commercialdecisions.
The position combineshands-on dealexecution with processdesign, governance, andcontinuous improvement.
You’ll help salesteams navigate sophisticatedpricing,contracting, quoting, andapproval requirements withconfidence.
There is significantopportunity to introduceautomation and AIto streamline quote-to-cash workflowsand reduce manualeffort.
Success will requirestrong commercial judgment, analytical thinking, andthe ability toinfluence stakeholderswithout formal authority.
This is a remote North American role supporting teams across the United States and Canada, within-person onboardingin Toronto.

Accountabilities

• Partner with enterprisesales leaders, Finance, Legal, and RevenueOperations to structureand execute complex, non-standard, andhigh-impact commercialdeals.
• Advise stakeholders onpricing, discounting,contract terms, amendments, renewals, co-terms, ramps, bundled products, and other commercialconsiderations.
• Review and processdeal submissions inSalesforce CPQ/RevenueCloud, ensuring quotesand contracts areaccurate, complete, andready for approvaland invoicing.
• Help establish andscaleDeal Desk foundations, including intake processes, approval routing, discountgovernance, exception handling, service-level agreements, andoperational documentation.
• Create practical playbooks, training resources, officehours, and guidancethat enable salesteams to navigatecommercial processes andquoting tools effectively.
• Identify opportunities to improve workflows throughautomation, AI tools, and CPQ configuration, collaborating with technicalteams to implementscalable solutions.
• Analyze deal dataand KPIs toidentify bottlenecks, improvedeal quality, and recommend changes thatsupport efficient andsustainable revenue growth.
• Continuously improve commercialprocesses, policies, anddocumentation while balancingcustomer and sellerneeds with pricingdiscipline, revenue integrity, and business risk.

Requirements

• 4+ years ofexperience in DealDesk, Revenue Operations, Commercial Finance, or a related functionwithin a B2BSaaS environment.
• Hands-on experiencewith Salesforce CRMand Salesforce CPQ/Revenue Cloud, includingthe ability to troubleshoot complex quotingand cross-objectissues.
• Strong understanding ofcommercial deal structures, including ARR, multi-year agreements, amendments, renewals, co-terms, ramps, stub billing, bundled products, anddiscounting.
• Demonstrated ability tobuild and improveprocesses, documentation, approval workflows, andcommercial policies inevolving organizations.
• Strong commercial judgment, with the abilityto balance customerand seller prioritiesagainst pricing discipline, revenue integrity, andbusiness risk.
• Excellent written andverbal communication skills, with the abilityto explain complexcommercial concepts clearlyand influence stakeholderswithout formal authority.
• Experience using AI, automation, or workflowtechnologies to reducemanual work andimprove quote-to-cash operations ispreferred.
• Adaptability, curiosity,strong problem-solvingskills, and the ability to thrivein a fast-paced environment withambiguity and changingpriorities.

Benefits

• United States basesalary:$96,000–$134,000 USDannually.
• Immediate eligibility forhealth, dental, 401(k), andother benefits.
• Generous paid timeoff.
• Equity grant andeligibility for applicableincentive programs.
• Remote-first workenvironment.
• Retirement matching program.
• Competitive health andwellbeing benefits, includingmaternity and parentalleave top-upprograms.
• Paid volunteer daysand peer-to-peer recognition programs.
• Free access tothe company's password-management product.
• In-person onboardingin Toronto forgo-to-marketroles.
• Professional growth opportunitiesin an environmentthat encourages experimentation, feedback, and continuouslearning.
• Occasional travelmay be requiredfor team offsites, department meetings, andcustomer events.

We appreciate your interest and wish you the best!