Customer Success Manager (CSM) Customer SuccessTorontoBack to see all openingsTeamwork.
Com is an agentic PSA (skilled services automation) platform that helps businesses win, plan and deliver projects more profitably. We connect projects, resourcing and financials in one place, so leaders get real numbers from real delivery, not guesswork, and can price work on purpose, deliver it for less, and grow margin over time. Project management tools can't manage money, so run delivery through one and you lose margin without ever seeing where. Finance-first tools capture the numbers, but delivery teams resist using them, so the data going in is bad and the numbers coming out are worse. We strive to be open and transparent, humble and customer focused. We pride ourselves on doing right by our customers, working with brilliant people, and going above and beyond. Our personality is unmistakable: we work hard, take joy in our wins and each other's successes and important life events. And we care and support each other when life throws lemons. We are fanatical about our customers, and when talent meets passion, success happens.
This is a remote role but you must reside in Ontario with the right to work in CanadaThe opportunity As a Customer Success Manager, you will own a named book of professional-services customers and act as their primary point of contact throughout their lifecycle with Teamwork.
You are accountable for adoption, value realisation, renewals, and expansion identification, and your performance is measured against Gross Dollar Retention (GDR) and Net Dollar Retention (NDR). Your customers are professional-services businesses whose profitability depends on billable hours, utilisation, and project margin. Com is helping them deliver client work more efficiently and more profitably.



Our north star is the value customers realise through better business outcomes, and your job is to make that value clear and tangible well before they reach a renewal.
You run onboarding from start to finish, working alongside Professional Services on data migration and technical setup, and then carry the relationship through adoption and renewal. You work closely with Support, Sales, and Product to give customers a consistent experience and to flag risks and opportunities early. You keep a clear view of upcoming renewals, customer health, and the value delivered. You own renewal preparedness and risk identification, and you work with Sales to progress the expansion signals you spot.
This role is ideal for a commercially confident CSM who is ready to own a book of business, lead their own renewals, and take full accountability for retention outcomes within a scaling Customer Success organisation.
We use it to take the manual effort out of account management, which frees up time for the customer conversations that drive retention. Portfolio Ownership: Proactively manage a dedicated book, driving deep product adoption, health, and retention across the entire customer lifecycle.
You will lead regular strategic reviews with agency leadership to demonstrate ROI, visualize utilization data, and align Teamwork.
Expansion & Commercial Health: Partner closely with Account Executives and Renewals managers to spot growth signals, mitigate churn risks early,



and unlock expansion revenue within your patch.
Com's advanced capabilities (resource management, budgeting, and time tracking).
Voice of the Customer: Code and document client feedback, feature requests, and operational friction points to advocate for your portfolio directly with our Product and Engineering teams.
Playbook Innovation: Help build the scale-up machine. You will contribute to internal customer success playbooks, health-scoring models, and retention strategies to optimize our team's performance.3–5 years of experience as a dedicated Customer Success Manager or Account Manager managing a B2B SaaS portfolio (Mid-Market or Enterprise tier preferred).
This is a remote role. You must be based in Ontario and have the legal right to work in Canada.
Agency / Professional Services Knowledge: You understand how billable hours, project margins, and utilization rates work. Speaking the language of agency operations is a massive advantage.
Consultative Communication: Exceptional ability to build trust quickly, navigate complex account politics, and lead value-driven presentations.
Data-Literal: Comfortable diving into customer health metrics, CRM tools (HubSpot/Salesforce), and CS platforms to build data-backed retention strategies.
Customer Adoption & OutcomesCustomers can clearly state the business outcome they bought Teamwork.
You help customers reach those outcomes by adopting the features and workflows that get them there. Customers reach value in good time, and that value is backed by evidence rather than assumed.
Renewal Readiness & RetentionYou keep clear visibility of renewal dates, health, risks, and next steps across your portfolio. You surface churn risk early and work t

📌 Customer Success Manager (Winnipeg)
🏢 TeamWork
📍 Winnipeg