Title: Senior Manager
- B2B Sales Enablement Manager, B2B Sales Enablement is accountable for driving end-to-end Go-to-Market (GTM) readiness across Staples Canada’s B2B organization. This role leads to the development and execution of enablement strategies that ensure sellers are fully equipped with the tools, training, content, and knowledge required to successfully launch and scale strategic initiatives. This leader oversees core enablement functions including training, knowledge management, and seller-facing program execution, while partnering cross-functionally with Sales, Marketing, Merchandising, and Operations to deliver seamless GTM activation. Lead end-to-end readiness planning and execution for all major B2B initiatives (e.
Oversee development and governance of seller-facing content, ensuring accuracy, consistency, and accessibility. Accountable for ensuring sellers are equipped to successfully execute B2B go-to-market priorities. Oversee onboarding, training, and reinforcement programs delivered through the Sales Training Manager. Develop and execute the B2B Sales Enablement roadmap aligned to strategic priorities (e.
SMB growth, digital adoption, AI/Agentforce activation). Establish scalable enablement models to improve seller productivity, adoption, and performance. Continuously assess gaps and optimize enablement strategies based on feedback and performance insights. Bachelor’s degree in Business, Marketing, or related field preferred.



Strong expertise in Sales Enablement, GTM execution, and change management. Ability to operate in fast-paced, transformation-driven environments. Experience building scalable processes, playbooks, and frameworks. Proven track record of leading large-scale GTM launches or transformation initiatives. 5-7+ years of experience in Sales Enablement, Sales Operations, Strategy, or related roles. Experience in B2B sales environments (preferred; mid-market/SMB exposureis an asset). Office environment – Hybrid, with 4 days onsite in Richmond Hill, subject to the hybrid policy (for most positions). Health and Dental benefits Performance bonuses Please note, artificial intelligence may be used in certain stages to screen, assess, or select applicants, however, a human reviewer makes all final decisions. About The TeamAt Staples Canada we are dynamic, inspiring partners to our customers and the communities in which we live. We are building an inclusive and diverse teamStaples Canada is continuously working towards creating an inclusive and diverse work workplace. We welcome, value and thrive on perspectives and contributions from backgrounds that vary by race, gender, sexual orientation, gender identity or expression, lifestyle, age, educational background, national origin, religion or physical ability. If you have a disability or special need that requires accommodation, please let us know. #

📌 Senior Manager (Winnipeg)
🏢 Staples
📍 Winnipeg