B2b Sales Training Manager

Title: B2B Sales Training ManagerThe B2B Sales Training Manager is responsible for the design, delivery, and continuous improvement of training programs that build sales capability across systems, sales methodology, and product knowledge.
Specifically, You Will
Own the design and development of comprehensive training programs across sales methodology, systems, and product knowledge, ensuring alignment to B2B go‑to‑market priorities and enablement strategies.
Build structured, role‑based learning journeys that support both new hire onboarding and ongoing skill development across frontline sellers and sales leadership.
Partner with cross‑functional stakeholders to identify capability gaps and translate business priorities into targeted training initiatives.
Lead training for Salesforce and related sales systems, ensuring sellers can effectively execute core workflows and fully leverage platform capabilities in their day‑to‑day selling activities.
Directly deliver instructor‑led and virtual training sessions across onboarding and ongoing programs, engaging both frontline sellers and sales leaders.
Model strong facilitation practices and adapt delivery methods to meet diverse learning needs and business priorities.
Own the end‑to‑end onboarding experience for new sales hires, including onboarding plans, training schedules, and readiness milestones.
Ensure new sellers achieve baseline proficiency across systems, tools, and sales motions prior to full productivity expectations.
Continuously evolve onboarding programs to improve ramp time, consistency, and overall seller experience.
Some Of What You Need
Bachelor’s Degree in Business, Education, Communications, or related field (or equivalent combination of education and experience).
Certification in Training, Facilitation, or Learning & Development preferred.
Demonstrated expertise in designing and delivering sales training programs that build capability across systems, sales methodology, and product or program knowledge.
Strong understanding of B2B sales processes, with the ability to translate tools (e.G., Salesforce or similar CRM platforms) into practical workflows that support effective selling behaviors.
Proven ability to design structured onboarding programs and role‑based learning journeys that improve seller readiness, consistency, and time to productivity.
Strong knowledge of adult learning principles, instructional design, and effective training delivery methods across both in‑person and virtual environments.
5–7 years of experience in sales training, sales enablement, sales operations, or learning and development roles within a B2B environment.
Hands‑on experience designing and delivering training programs across systems, sales processes, and onboarding, with demonstrated impact on adoption, capability, or performance outcomes.
Experience supporting CRM or sales enablement platforms (e.G., Salesforce), including training, user adoption, or workflow enablement.
Proven experience building and evolving onboarding programs, including defining ramp plans, readiness milestones, and certification or assessment frameworks.
Experience supporting go‑to‑market initiatives, system rollouts, or process changes through structured training and enablement programs.
Demonstrated ability to operate in a matrixed organization, partnering across multiple stakeholders to deliver coordinated outcomes.
Experience leading training delivery or informally coaching and mentoring others, with the ability to scale into a people leadership role over time.
Physical Demands/working Conditions
Office environment – Hybrid, with 4 days onsite in Richmond Hill, subject to the hybrid policy (for most positions).
Some Of What You Will Get
Associate discount
Health and Dental benefits
RRSP/DPSP
Performance bonuses
Learning & Development programs
And more...
Make An ImpactAbout UsWe value transparency in our hiring processes. Please note, artificial intelligence may be used in certain stages to screen, assess, or select applicants, however, a human reviewer makes all final decisions. This posting is for an existing vacancy.
About the TeamAt Staples Canada we are dynamic, inspiring partners to our customers and the communities in which we live. As The Working and Learning Company, we inspire people to work smarter, learn more and grow every day. We’re looking for curious, approachable, and passionate individuals who love finding solutions. If that’s you, let’s work, learn, and grow together.
We are building an inclusive and diverse teamStaples Canada is continuously working towards creating an inclusive and diverse work environment. 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.
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