Head of Sales Enablement — AI-Driven Onboarding & Coaching Lead

Braintrust; United States; On-site; USD 180,000 - 260,000; Full time

Benefits offered by this job

Medical insurance

Dental insurance

Vision insurance

Daily lunch

Flexible time off

Equity

Wifi stipend

Cellphone stipend

Job summary

Braintrust is seeking a Head of Sales Enablement to build programs that help our sales team ramp, develop, and succeed. You’ll partner with our GTM org to improve how we sell to technical teams, with a hands-on approach to coaching and development.

You’ll own onboarding, lead SDR/AE/SE training, and collaborate with Sales, Solutions Engineering, Product Marketing, and RevOps to align messaging, discovery, and value selling across complex deals.

Qualifications

• Proven track record in quota-carrying B2B sales.
• Experience in onboarding, training, or coaching.
• Ability to explain technical concepts clearly and link them to customer problems.
• Curiosity about AI and willingness to learn our product deeply.
• Strong program management and deadline prioritization.
• Builds strong cross-team relationships and uses data to improve approaches.

Responsibilities

• Own onboarding and ramp; build learning paths and milestones.
• Lead hands-on SDR/AE/SE training with leadership; use real customer scenarios.
• Coach reps on account research, pipeline creation, and complex deals.
• Coach on MEDDPICC and value selling; make coaching regular and practical.
• Collaborate with Solutions Engineering to deepen AI understanding and evaluations.
• Partner with Product Marketing on launches, positioning, and competitive training.
• Set enablement priorities using call reviews, deals, and field feedback; measure readiness.

Skills

Quota-carrying sales

Training & coaching

AI familiarity

Relationship building

Onboarding programs

Job description

Braintrust is seeking a Head of Sales Enablement to build programs that help our sales team ramp, develop, and succeed. You’ll partner with our GTM org to improve how we sell to technical teams, with a hands-on approach to coaching and development.

You’ll own onboarding, lead SDR/AE/SE training, and collaborate with Sales, Solutions Engineering, Product Marketing, and RevOps to align messaging, discovery, and value selling across complex deals.