Head of Sales Enablement
ai digitalNew York (NY)
About the role
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.
Before you apply
Applying takes about a minute. These four things decide how fast it moves after that.
Your profile is current
It's what we read first. Occupations, seniority and locations matter more than a long history.
Two examples you can talk through
Not a portfolio — just two pieces of work where you can explain the decisions and what you'd change.
A number in mind
What you're on now and what would make you move. We negotiate better when we know both.
Your notice period
Employers plan around it, and it's the question that stalls offers most often.
Once you apply, someone reads it and calls you before anything reaches the employer — usually within two working days.
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