Head of Sales Enablement

AI Digital; United States; Remote; USD 130,000 - 210,000; Full time

Benefits offered by this job

Competitive salary

Work from anywhere — fully remote

Unlimited PTO

Growth-focused environment

Team events and culture of trust

Health insurance and wellness benefits

Job summary

Aidigital seeks a seasoned Sales Enablement leader to design and scale our global enablement function from the ground up. You will own onboarding, certification, and ongoing training across Sales, Client Success, and other client-facing teams, becoming the product expert for Elevate, AI Labs, Managed Service, and Smart Supply.

You will partner with Product, Marketing, Strategy, and Leadership to translate new releases into effective collateral and maintain a centralized knowledge base.

Qualifications

• 10+ years in Sales Enablement, Revenue Enablement, or similar leadership roles within AdTech.
• Proven experience building or 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.
• Cross-functional partnership with Growth, Product, Marketing, and Executive Leadership.
• Hands-on — able to personally create training materials, presentations, and sales collateral when needed.

Responsibilities

• 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.
• Become a subject matter expert on AI Digital's products (Elevate, AI Labs, Managed Service, Smart Supply).
• Partner with Product, Product Marketing, Client Service, and Strategy to translate releases into training materials and maintain a centralized knowledge base.
• Coach sales teams on presentations, storytelling, and executive conversations using performance data.
• Work with Sales Leadership to establish KPIs and optimize programs with collateral and scripts.
• Build and scale the Sales Enablement team as the organization grows.

Skills

Sales Enablement

Leadership

B2B AdTech

Onboarding design

Cross-functional collaboration

Training materials

Storytelling

Executive communication

Performance analytics

Product and marketing alignment

Tools

Highspot

Seismic

Showpad

Mindtickle

Gong

Chorus

Clari

Job description

• 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.

What You Bring

Must-have

• 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

What You Get

• Competitive salary that values your expertise.
• Work from anywhere: fully remote to suit your lifestyle.
• Unlimited PTO that we actually encourage you to use — for adventures, recovery, or just because.
• Growth-focused environment: access to learning resources and clear pathways for growth.
• Fun team events: from virtual pasta-making to yoga sessions, we make remote feel close.
• A culture of trust: we cut the red tape — open talk, ownership, and getting things done together. Results over rules, always.
• Health insurance and ClassPass coverage: supporting your well-being both inside and outside of work.

Hiring Flow

• Interview with the Chief Strategy Officer: Meet with your direct manager to discuss your experience, the role, key responsibilities, and expectations.
• Interview with the Chief Revenue Officer: A conversation focused on your experience, skills, and alignment with the team and business goals.
• Interview with the CEO: An opportunity to discuss your experience and overall fit with the company.
• Assignment & Presentation: Complete a practical assignment and present it to the team.
• Offer: If successful, you’ll receive an offer to join our team.

Chemistry interviews with the SVP of Growth and/or COO may be scheduled as part of the process.

This role is open to applicants from the United States and Canada.

Please note that we’re unable to consider applications from outside these locations.