Senior Project Manager

Senior Project Manager

Sidetrade · Canada (Remote) · Full-time · Posted 2026-11-06

Workplace: remote

Department: Professional Services

Description

About Sidetrade

Sidetrade (Euronext Growth: ALBFR.PA) is an AI-native company dedicated to Order-to-Cash (O2C). Its platform combines O2C applications, autonomous AI agents, and Aimie IQ, an intelligent natural-language interface that helps multinationals accelerate their cash generation, all built on SAFE, the Sidetrade Agentic Framework for Enterprise. Sidetrade operates the world's largest proprietary O2C Data Lake, built on $9 trillion in B2B transactions and millions of buying companies. We use this data to train specialized AI models that monitor, analyze, decide, and act autonomously throughout the O2C cycle. Sidetrade supports companies in 85 countries with 450 employees across Europe, North America, and Asia-Pacific.

We’re proud of our 38 nationalities, and these diverse perspectives drive our innovation, one-team culture, and customer-first mindset. Sidetrade has been positioned as a Gartner® Magic Quadrant™ Leader since 2022. We value passion over perfection. So, if you’re eager to learn and bring great energy, we want to hear from you. Be you. Grow with us. 

Curious about Sidetrade? Catch Aimie in motion: Aimie Video

The role

As a Senior Project Manager, you run enterprise Order-to-Cash implementations from contract signature to go-live and into run. You own the plan, the coordination and the project governance. You deliver on time, on budget, and with a customer who is ready to use what we built.

You join a Customer Experience team that holds its accounts from signature into renewal, alongside a Functional Expert, a Data Engineer and a Customer Success Manager. The customer keeps the same team throughout.

Requirements

What you will do

• Run the project from kickoff to hypercare: plan, governance, weekly status calls and steering committees with finance leadership up to CFO.You will 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 the 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 our 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. Take the hard conversation on a slipped date or a scope dispute.
• Hand over to the Customer Success Manager at the transition into run, with the context Support needs.
• Keep phase, risk and milestones accurate in Salesforce and our project tools.
• Work with the AI agents that speed up our implementations, and check what they produce.

What you bring

• 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.

Why Sidetrade

• AI-native. We are not a software vendor bolting AI onto a legacy product. Aimie IQ and our AI agents are built on the largest proprietary Order-to-Cash Data Lake.
• Measurable impact. You work with enterprise finance teams on problems tied directly to cash and working capital.
• Build the method. You join as we redesign implementation with AI, so you help shape how we deliver, not just follow it.

Benefits

• 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

Because when you thrive, we all succeed! 

We’re committed to providing a welcoming and inclusive experience for every candidate.

If you need any accommodation during the hiring process, just let us know. 

Agencies 

We only accept applications from invited agencies via our Workable portal. Unsolicited CVs sent to managers or HR won’t be subject to fees.

Apply

Apply at Sidetrade

---

Powered by Workable