Sr. Sales Training Lead

Overview

The Senior Sales Training Lead is a revenue-focused partner who accelerates Account Executive readiness, productivity, and win rates. Working directly with sales representatives and front-line sales managers, this role drives deal execution and revenue growth. The role also equips sales managers to reinforce effective selling behaviors, establish consistent coaching practices, and sustain performance improvements across their teams. It equips Account Executives with practical customer messaging, leads rigorous role-play and simulation sessions, and coaches’ teams on handling objections. The position teaches sellers how to displace incumbent vendors or win companies new to outsourcing, engage executive decision-makers, and close complex enterprise contracts across logistics, digital transformation, and business process outsourcing. The core objective is to shorten new-hire ramp time, raise conversion rates, and improve field win rates.

Responsibilities

ONBOARDING & SALES BOOTCAMPS

• Develop and deliver role-specific blended learning onboarding programs and sales bootcamps for Account Executives, Business Development Executives, and Sales Specialists, establishing clear competency checkpoints to evaluate field readiness.

• Accelerate time-to-first deal and time-to-quota through hands-on practice, active field reinforcement, and ongoing program optimization.

SALES METHODOLOGY & EXECUTION

• Embed consultative and value-based selling frameworks, incorporating relevant elements of Challenger, SPIN, and MEDDPICC tailored to Canon’s enterprise services sales cycle.

• Facilitate practical, scenario-based workshops across key deal stages, including prospecting, discovery, qualification, objection handling, ROI and business-case presentations, executive engagement, and negotiation.

• Author and maintain actionable sales playbooks, talk tracks, and battlecards to standardize best practices and turn sales methodology into repeatable field execution.

PORTFOLIO, PRODUCT & SOLUTION TRAINING

• Partners with Product Marketing, Sales Engineering, and subject matter experts to translate complex service capabilities including document operations, workplace solutions, logistics, digital transformation, and Canon Operations Intelligence into practical, field-ready training.

• Equip sales teams to articulate economic buyer priorities, pain points, metrics, target use cases, measurable business outcomes, and key competitive differentiators to effectively communicate value during sales conversations.

SALES COACHING & REINFORCEMENT

• Conduct individual coaching, customer call reviews, and dynamic role-play sessions to sharpen field execution across discovery, solution positioning, presentations, and objection handling.

• Utilize conversation intelligence platforms and sales engagement technologies (such as Salesloft) to assess rep performance, diagnose skill gaps, and reinforce effective selling behaviors on active opportunities.

• Partner with Sales Leadership to strengthen frontline managers’ coaching capabilities by providing practical coaching frameworks, tools, and reinforcement techniques that help managers consistently develop their teams and improve sales execution.

SALES ENABLEMENT & TECHNOLOGY

• Train sales professionals to effectively leverage Salesforce, sales engagement platforms, approved AI-driven sales tools, and enablement systems across every phase of the sales cycle.

• Partner with Sales Management to drive operational accountability and data discipline by reinforcing strict Salesforce adherence, consistent opportunity hygiene, and required stage-gate compliance.

• Partner with enablement and product teams to curate, refresh, and maintain the sales knowledge library—including digital playbooks, competitive battlecards, certification pathways, assessments, and learning management system (LMS) content.

PERFORMANCE MEASUREMENT & CONTINUOUS IMPROVEMENT

• Track and evaluate training participation, certification completion, knowledge retention, and on-the-job skill adoption to measure overall program effectiveness and training ROI.

• Monitor key commercial indicators: specifically new-hire ramp time, pipeline stage conversion, quota attainment, and win rates\ to assess training impact on revenue performance.

• Gather recurring feedback from sales representatives and sales managers, analyze performance trends against win-loss data, and continuously adapt the learning curriculum as solution offerings, competitive market dynamics, and strategic business priorities evolve.

Qualifications

• Bachelor’s degree in Business, Marketing, Education, Communications, Adult Education, or equivalent practical experience.

• Professional training or instructional design certification preferred.

• 5-7 years of experience in B2B sales training, sales enablement, or a related commercial learning role.

• 3-5 years design and facilitating training programs.

• Coaching experience or certification, preferred.

• Experience in enterprise sales or a prior quota-carrying position preferred.

• Proficiency in AI to leverage during flow of work.

• Proficiency with Google Workspace (e.g., Docs, Slides, Sheets, Meet, Vids, Gemini, etc.)

• Proficiency in LMS or LXP, AI-supported learning technologies authoring tools (e.g., Articulate, 7-Taps, etc.), virtual classroom technology (e.g., Google Meet), AI

• Working knowledge of Sales Tech Stack (e.g., Salesforce or comparable CRM, Salesloft, etc.).

• Proficient in enterprise sales cycles and consultative selling frameworks (such as Challenger, SPIN, or MEDDPICC).

• Ability to design relevant blended learning experiences using adult learning and instructional design principles.

• Confident presenter and facilitator who can command the room and engage both early-career and experienced sales professionals.

• Strong coaching, listening, and feedback skills with a practical focus on behavioral change.

• Ability to explain complex business services, technologies, and client value propositions in plain language.

• Effective cross-functional collaborator with strong project management skills and a data-driven approach to training.

• Experience in managed services, business process outsourcing, or technology-enabled services preferred.

What We Offer:

• Competitive pay & benefits!

• Comprehensive training and development programs that prepare employees to advance from within.

• A company focused on creating a positive work and client environment.

• Employee discounts on entertainment, products, and services nationwide!

Come Join Our Team!

Job LocationsUS-NY-NEW YORK

Posted Date (11/6/2026 12:37 PM)

Requisition ID 2026-21937

of Openings 1

Category (Portal Searching) Human Resources

Position Type (Portal Searching) Regular Full-Time

Minimum Salary USD $120,000.00/Yr.

Maximum Salary USD $130,000.00/Yr.

Fixed Salary USD $125,000.00/Yr.