Head of Sales Enablement

AI Digital is looking for a strategic and hands-on Head of Sales Enablement to build and lead our Sales Enablement function from the ground up.

This is a foundational leadership role responsible for creating the systems, processes, training, and content that enable our Growth team to sell more effectively and consistently. You will partner closely with Growth, Product, Marketing, Strategy, and Client Success to ensure every salesperson understands our products, tells a compelling story, handles objections confidently, delivers world-class product demos, and continuously improves their sales performance.

This role is ideal for someone who enjoys building from scratch. You'll define the enablement strategy, implement the right technology stack, create certification programs, and personally develop training materials and sales collateral. We're looking for someone who isn't afraid to roll up their sleeves and execute while building a scalable enablement organization for the future.

• Build and lead AI Digital's Sales Enablement function — strategy, processes, and operating model from scratch.

• Design and scale onboarding, training, and certification programs across Sales, Client Success, and other client-facing teams — reducing ramp time and ensuring consistent knowledge of products, methodology, and competitive positioning.

• Become a subject matter expert on AI Digital's products — Elevate, AI Labs, Managed Service, Smart Supply, and beyond.

• Partner with Product, Product Marketing, Client Service, and Strategy to translate new releases into effective training materials — and maintain a centralized knowledge base with up-to-date collateral, battle cards, FAQs, and product documentation.

• Coach sales teams on presentations, storytelling, and executive conversations — using performance data to identify gaps, drive training initiatives, and manage the tools and platforms that support it all.

• Work with Sales Leadership to establish KPIs and optimize programs — and create the collateral, battle cards, one-pagers, and demo scripts that support the team day to day.

• Build and scale the Sales Enablement team as the organization grows.

Required Qualifications

• 10+ years in Sales Enablement, Revenue Enablement, Sales Training, or a similar leadership role within AdTech.

• Proven experience building or significantly scaling a Sales Enablement function from scratch.

• Strong understanding of B2B adtech and media sales, complex solution selling, and consultative sales methodologies.

• Experience designing onboarding programs, certification frameworks, and continuous learning initiatives.

• Track record of cross-functional partnership with Growth, Product, Marketing, and Executive Leadership.

• Hands-on — able to personally create training materials, presentations, and sales collateral when needed.

Nice-to-have

• Experience in programmatic advertising, AdTech, or digital media.

• Hands-on experience with sales enablement platforms (Highspot, Seismic, Showpad, Mindtickle) and revenue intelligence tools (Gong, Chorus, Clari).

• Experience implementing LMS and certification platforms.

• Background in product marketing, sales engineering, or enterprise software training, ideally in a high-growth environment.