Head of Sales Training and Enablement

8am•Austin, TX

22h•Hybrid

About The Position

The Head of Sales Training and Enablement is responsible for building and leading the sales team's learning, selling, and winning strategies. This role requires a charismatic, creative, and inspiring sales training leader to develop a world-class sales training program. The ideal candidate has prior experience building an in-house enablement program, including content, curriculum, onboarding, and coaching. This position bridges strategy and revenue, translating strategic goals into effective training curricula that drive tangible results across sales teams.

Requirements

10+ years of experience in Sales Enablement, Sales Training, or Revenue Enablement in a B2B SaaS environment.
5+ years of experience leading an enablement or training team.
Experience building an in-house training program from the ground up, including curriculum, content, certification, and onboarding.
Strong foundation in instructional design and adult learning principles.
Hands-on experience building multi-modal training curricula.
Exceptional communication and facilitation skills.
Ability to deliver executive-level presentations and coach reps one-on-one.
Demonstrated experience leveraging AI tools and technologies to improve workflows, enhance decision-making, or drive innovation.

Nice To Haves

Prior quota-carrying sales experience in the SMB or mid-market segment.

Responsibilities

Own the design, build, and delivery of new-hire onboarding and ongoing enablement for sales teams.
Apply instructional design and adult learning principles to build role-based curricula and certifications in-house.
Create and maintain program content, including playbooks, talk tracks, objection handling, product enablement, competitive intelligence, and customer stories.
Implement scalable 1:1 and group coaching systems using behavioral insights, call intelligence, and performance analytics.
Lead, coach, and develop a team responsible for onboarding, training delivery, and program operations.
Own the multi-year enablement strategy and roadmap, focusing on reducing time-to-ramp and improving conversion rates.
Partner with Sales Leadership, RevOps, Marketing, and Customer Success to identify performance gaps, prioritize enablement investments, and prepare for new product launches.
Define and report on key metrics such as rep productivity, ramp times, and certification pass rates, translating insights into action plans to improve revenue outcomes.