Senior Sales Readiness Lead, Amazon Business Enablement

Amazon • Boston, MA

1d • Hybrid

About The Position

This role is for a Senior Sales Readiness Lead within the Sales Operations — Enablement team at Amazon Business, a rapidly expanding global business focused on B2B purchasing and procurement solutions. Amazon Business aims to innovate and disrupt the status quo in the B2B space by developing innovative purchasing and procurement solutions. The position is central to the sales skills development strategy, responsible for designing, delivering, and continuously improving training programs that elevate the performance of the sales organization. The ideal candidate is a passionate facilitator and instructional expert who thrives at the intersection of sales methodology, behavioral programs, executive coaching, and scalable, async-first adult learning.

Requirements

• 6+ years of sales operations or equivalent experience
• Bachelor's degree or equivalent
• Experience with solution-selling methodologies
• Experience developing and delivering presentations to large and diverse audiences
• Experience with Learning Management Systems (LMS), or experience with multimedia content creation
• Experience developing and executing sales strategies, tactics, plans, processes, systems and programs
• Experience with behavioral assessment programs (DISC, social styles, EQ frameworks) and their application to sales effectiveness, executive coaching, and C-suite engagement.

Nice To Haves

• Experience using Salesforce (or other CRM tool) or BI tools
• Experience presenting to senior leadership
• Certification in one or more behavioral programs (e.g., Everything DiSC®, TTI Success Insights, EQ-i 2.0, Social Styles, or equivalent).
• Additional certifications in instructional design (ATD, CPLP) or sales training (CSE, CPTD).
• Experience with Amazon's sales culture, tools, and operating cadence.
• Familiarity with Kirkpatrick's Four Levels of Evaluation or similar training measurement frameworks.
• Experience designing agentic role-play experiences and integrating AI-powered tools into scalable, asynchronous enablement workflows.
• Master's degree in Organizational Development, Adult Education, Industrial-Organizational Psychology, or MBA.

Responsibilities

• Own and deliver the end-to-end sales methodology curriculum, ensuring alignment with organizational goals and evolving market demands.
• Partner with sales leadership to identify skill gaps and translate them into targeted, measurable training initiatives.
• Architect scalable, asynchronous onboarding programs for new hires — blending self-paced learning modules, AI-powered agentic role plays, and on-demand skill workshops to accelerate ramp without synchronous bottlenecks.
• Continuously evaluate and iterate on sales methodology content to reflect best practices, competitive dynamics, and internal performance data.
• Develop foundational product training that equips sales to understand core product capabilities, articulate customer value propositions, and confidently position solutions in sales conversations.
• Act as a primary facilitator for live (virtual and in-person) training events for CPS sales teams, demonstrating world-class presentation and engagement skills.
• Architect structured learning paths that guide sales teams from foundational competency through advanced mastery, incorporating async-first modalities (agentic role-play simulations, eLearning, micro-learning, AI-coached practice scenarios) complemented by high-impact live sessions for executive conversation skills.
• Leverage learning management systems (LMS) and enablement platforms to develop, deliver, track, and measure training adoption and impact.
• Establish feedback loops with participants and stakeholders to continuously refine content relevance, delivery format, and learner experience.
• Serve as the subject matter expert for behavioral programs — designing and delivering frameworks rooted in behavioral assessment methodologies (e.g., DISC, social styles, EQ) that equip sales teams to navigate executive-level conversations, adapt to diverse buyer personas, and build trusted advisor relationships with C-suite stakeholders.
• Integrate behavioral program principles into broader training to sharpen executive-level negotiation, objection handling, consultative selling, and strategic account conversations.
• Coach sales managers on leveraging behavioral insights for executive engagement, team development, performance coaching, and talent optimization.
• Own Enablement Sales Manager Communications (SMX Connection Flash to Sales LT monthly, manager slack room).
• Partner with Product stakeholders, Sales Leadership, and Revenue Operations to ensure training content reflects go-to-market strategy and product positioning.
• Define and track key training KPIs including ramp time, competency attainment, sales confidence scores, and correlation to pipeline and revenue outcomes.
• Produce regular reporting on training effectiveness and present insights and recommendations to core stakeholders and leadership.

Benefits

• sign-on payments
• restricted stock units (RSUs)
• health insurance (medical, dental, vision, prescription, Basic Life & AD&D insurance and option for Supplemental life plans, EAP, Mental Health Support, Medical Advice Line, Flexible Spending Accounts, Adoption and Surrogacy Reimbursement coverage)
• 401(k) matching
• paid time off
• parental leave

What This Job Offers

• Job Type: Full-time
• Career Level: Senior