Mybrightwheel

Director, Sales Enablement & Training

United States · Director

Sponsorship not specified$10k-$20kDetected 48 days ago

SalesCustomer SuccessLeadershipMentoring

About the role

Our Team Our team is passionate, talented, and customer-focused.
We embody our Leadership Principles https://mybrightwheel.com/about/ in our work and culture.
You bring a strong AI-first mindset and are excited to fundamentally redesign how enablement works using AI, not just generate content faster.

Own the performance of a unified Training & Enablement organization (~10-20 people) spanning Sales Enablement, Post-Sales Enablement, and Enablement Tech/Systems, reporting into Operations
Own the end-to-end new-hire onboarding system and the ongoing programs that uplevel tenured reps and managers
Own the enablement tech stack (LMS, conversation intelligence, AI coaching/role play, knowledge tools) and the measurement systems that prove enablement impact
Deliver against key outcomes including ramp time, new-hire and ongoing attainment, productivity, quality/QA, cost-to-train, and contribution to retention
Partner cross-functionally to ensure enablement is aligned with go-to-market, post-sale, product, and finance priorities
Build and lead a high-performing, distributed team across all three pillars, setting a high bar for execution and continuous improvement
Demonstrated ability to transform a function or system, not just maintain existing programs
Partnered cross-functionally to drive outcomes and influence company-level decisions

10+ years of combined go-to-market, operations, and/or enablement experience, including 5+ years leading enablement or training, in high-growth organizations
5+ years leading teams, including managing managers - ideally across more than one function (sales and post-sale)
A track record of quantified results you personally drove (conversion improved, ramp time reduced, attainment improved, productivity or cost gains)

High-velocity / SMB SaaS sales or post-sale (onboarding/CS) background
RevOps or enablement-platform/admin depth (LMS, Gong/conversation intelligence, AI coaching tools)
This role isn't a fit if:
You prefer steady, defined scope and stable environments over ambiguity, evolving mandates, and seasonal surges.
You're looking to run a well-defined, well-oiled enablement function rather than rebuild and redesign one from first principles
Brightwheel is committed to creating a diverse and inclusive work environment and is an equal opportunity employer.
Protecting Our Applicants: Please be aware of recruiting scams impersonating Brightwheel.
If you suspect fraudulent contact, reach out to security@mybrightwheel.com.

You're primarily a program manager or content owner who measures success by what you shipped rather than what results moved

This listing is sourced directly from Mybrightwheel's careers page and normalized into a canonical job model.