More jobs:
Director of Sales Training
Job in
Chicago, Cook County, Illinois, 60290, USA
Listed on 2025-12-27
Listing for:
Crucial Hire
Apprenticeship/Internship
position Listed on 2025-12-27
Job specializations:
-
Sales
-
Business
Business Management
Job Description & How to Apply Below
About the Company
Our client is a market-leading enterprise organization operating in a highly regulated, clinically nuanced environment where credibility is earned, not assumed.
Sales excellence here is not aspirational — it is mission-critical
. Training that doesn’t show up in the field doesn’t survive.
They are hiring a Director of Sales Training who can operate as a true partner to senior sales leadership.
This role is for someone who understands:
- how reps actually sell (not how slides say they sell),
- how managers really coach,
- and how training either shows up in revenue…
or gets ignored
.
If you’ve never had to defend your training strategy to skeptical sales leaders, this will not be your role.
Responsibilities Strategic Sales Enablement- Serve as a trusted, credible partner to senior sales and commercial leaders
- Translate business priorities into focused, measurable training strategies
- Act as the go-to expert on sales capability, readiness, and field execution
- Lead enterprise-scale sales training programs with clear ROI
- Own onboarding, field training, micro‑learning, and reinforcement strategies
- Support major training moments (bootcamps, summits, national sales meetings)
- Ensure training reflects business pace, customer reality, and clinical sensitivity
- Lead, coach, and develop a high‑performing sales training team
- Set clear expectations, roles, and development paths
- Foster a culture of accountability, candor, and continuous improvement
- Measure training impact against sales metrics and rep activity
Use data —
not anecdotes — to refine programs - Maintain tight feedback loops with the field and sales leadership
- Own training operations, budget, and execution discipline
- Introduce tools and approaches that materially improve effectiveness
- Build a team culture that solves problems instead of escalating them
You are likely a fit if you:
- Have 7+ years of real success in sales or account management (non‑negotiable)
- Have built or led sales training that changed field behavior
- Are advanced at presenting, facilitation, and influencing senior audiences
- Can challenge sales leaders respectfully — and hold your ground
- Are comfortable operating on‑site in a fast‑moving enterprise environment
- Use data to validate impact, not just tell a good story
- Are fluent with modern tools (PowerPoint, Excel, AI‑enabled productivity tools)
- Experience in clinically sensitive, regulated, or complex sales environments
- Prior leadership of a sales training or enablement team
- $190K–$220K base + incentive eligibility
- Up to 25% travel
This is a career‑defining role
, not a lateral move.
If this sounds like the kind of challenge you enjoy — or you know someone who fits this exactly — message
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