Senior Project Manager

Sidetrade

. Run the project from kickoff to hypercare: plan, governance, weekly status calls and steering committees with finance leadership up to CFO.

Posted 11/7/2026full-timeRemote • Canada, United StatesSeniorWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in managing B2B SaaS and ERP implementations, with a strong command of project economics, including SOW, budget management, and billing milestones. Capable of leading complex programs and coordinating cross-functional teams while maintaining clear communication with finance leadership.

Highest-signal resume keywords

B2B SaaS Implementation ManagementERP Implementation ManagementProject Economics ExpertiseOrder-To-Cash KnowledgeFluent English

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Project ManagementData MappingIntegrationProcess DesignUser Acceptance Testing (UAT)Change Request ManagementRisk ManagementBudget TrackingSalesforceAI Implementation

Soft Skills

Effective CommunicationCandorLeadershipProblem-SolvingMulti-Project Coordination

Industry Keywords

Finance LeadershipBilling MilestonesCustomer Success ManagementCutover StrategiesHypercare

Tech Stack

Tools & technologies

ERP

About the role

Key responsibilities & impact

Run the project from kickoff to hypercare: plan, governance, weekly status calls and steering committees with finance leadership up to CFO.
Deliver workshops on data mapping, integration, process design, train the customer to do UAT, coordinate cutover, go-live strategies and business hypercare.
Deliver against the baseline date agreed with the customer and the SOW budget, and keep the burn visible.
Keep commercial hygiene tight: billing milestones raised on time, change requests spotted and priced, effort tracked against the SOW.
Coordinate the customer's finance, IT and ERP teams with Functional Experts and Data Engineers through integration, testing and go-live.
Lead complex programs, including multi-entity and phased rollouts, with several projects running in parallel at different phases.
Raise risks early and bring a plan with them; address slipped dates or scope disputes.
Hand over to the Customer Success Manager at transition into run, with the context Support needs.
Keep phase, risk and milestones accurate in Salesforce and project tools.
Work with AI agents that speed up implementations and check their output.

Requirements

What you’ll need

6+ years managing B2B SaaS, ERP or finance-system implementations, with enterprise projects that went live and stayed live.
A strong command of project economics: SOW, budget, burn, change requests, billing milestones.
Comfort in front of finance leadership, up to CFO, with good news and bad.
Order-to-Cash, credit, collections or accounts receivable knowledge, or the proven ability to pick it up fast.
The ability to hold several projects at different stages at once without dropping any of them.
The candor to say the uncomfortable thing early, to the customer and to Sidetrade.
Fluent English. French or Spanish is an advantage.
Willingness to travel up to 50%.
Bachelor's or Master's degree in a related field.

Benefits

Comp & perks

Full remote - work from home
Health & wellness – medical coverage, life insurance, 410k matching and other wellness programs
Time off – competitive paid holidays plus public holidays
Career growth & compensation – competitive salary, equal opportunities, learning & mentorship programs, and advancement support