Head of Sales Enablement

Braintrust

About The Position

Braintrust is looking for a Head of Sales Enablement to build programs that help its sales team ramp, develop, and succeed. The role partners closely with the GTM organization to improve how the company sells to technical teams. It is hands-on and suited to someone with sales experience, an understanding of complex deals, and a commitment to developing other sellers by turning observations from calls and deals into focused training and coaching.

Requirements

Track record of success in quota-carrying B2B sales.
Experience helping other sellers improve through onboarding, training, or coaching, with the ability to explain the results.
Enjoys developing sellers through careful listening, specific feedback, and practice.
Curiosity about AI and willingness to learn the product deeply; ability to explain technical concepts clearly and connect them to customer problems.
Ability to build a program from an incomplete starting point, manage projects and deadlines, prioritize as needs change, and take ownership of both planning and execution.
Ability to build strong relationships with Sales managers and cross-functional partners, seek feedback, use data to assess work, and adapt when an approach is not working.
Practical use of AI to support research, preparation, and learning, with good judgment about accuracy and quality.

Nice To Haves

Experience as an Account Executive selling technical products to enterprise customers.
Sales enablement experience, or experience developing peers and new hires as a seller.

Responsibilities

Own sales onboarding and ramp by building learning paths and practical milestones that prepare new hires to explain Braintrust’s value, lead discovery, and engage technical customers.
Lead hands-on training for SDRs, AEs, and SEs, and develop ongoing enablement with Sales and Solutions Engineering leaders using customer scenarios, discovery and demo practice, deal reviews, and feedback.
Coach reps on account research, pipeline creation, and complex deal execution, including developing champions, building relationships across buying teams, and connecting technical evaluations to a business case.
Partner with frontline managers to reinforce MEDDPICC and value selling in calls and deals, and provide practical guidance managers can use to make coaching a regular practice.
Work with Solutions Engineering to develop reps’ understanding of AI and Braintrust, and help AEs and SEs run evaluations with shared customer goals, success criteria, and next steps.
Partner with Product Marketing on product launches, positioning, and competitive training; build and maintain decks, talk tracks, and examples for customer conversations.
Set enablement priorities using call reviews, deal outcomes, and field feedback.
Work with RevOps and Sales leadership to measure readiness, ramp time, and conversion in the sales-process areas being improved.