B2B Sales Training Manager

Staples Canada•Richmond Hill, ON

6d•Hybrid

About The Position

The 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. This role leads onboarding and ongoing development programs, ensuring sellers are equipped to effectively execute go-to-market strategies and leverage core tools such as, but not limited to, Salesforce. As an initial individual contributor, this role directly delivers training while building scalable programs, content, and frameworks to support future team growth.

Requirements

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.

Responsibilities

Owns 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.
Builds structured, role-based learning journeys that support both new hire onboarding and ongoing skill development across frontline sellers and sales leadership.
Partners with cross-functional stakeholders to identify capability gaps and translate business priorities into targeted training initiatives.
Leads 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 delivers instructor-led and virtual training sessions across onboarding and ongoing programs, engaging both frontline sellers and sales leaders.
Models strong facilitation practices and adapts delivery methods to meet diverse learning needs and business priorities.
Owns the end-to-end onboarding experience for new sales hires, including onboarding plans, training schedules, and readiness milestones.
Ensures new sellers achieve baseline proficiency across systems, tools, and sales motions prior to full productivity expectations.
Continuously evolves onboarding programs to improve ramp time, consistency, and overall seller experience.