Director of Marketing, Enterprise AI

Handshake was founded on a simple belief that everyone deserves a path to a great career regardless of where they went to school or who they know. Today we power 25 million job seekers 1 million employers and 1600 educational institutions.

In 2025 we started Handshake AI and built the fastest-growing AI data business in history. We work directly with frontier AI lab researchers to create evaluations publish benchmarks and push the boundary of data. Weve grown from $0 to $1B run rate and pay $60M to over 30K individuals every month.

Why join Handshake now:

• Shape how every career evolves in the AI economy at global scale with impact your friends family and peers can see and feel

• Partner hand-in-hand with world-class AI labs Fortune 500 partners and the worlds top educational institutions

• Work together with engineers scientists operators and more from Palantir Meta Scale AI and former YC founders

• Build a massive fast-growing business with billions in revenue

About Handshake AI

Human data is the core infrastructure to AI advancement. Frontier AI labs currently improve model capabilities with various data-intensive post-training techniques. We believe that data spend for AI training will increase by 3-5x in the next few years and continue for much longer as models take on new domains. Handshake AI supports all of the frontier AI labs working on their most complex data at the largest scale.

Handshake built the eval and human-data infrastructure that frontier AI labs rely on to make their models and agents better. We deliver capabilities from RL environments to expert-in-the-loop eval construction and post-training systems. Now we are pointing that same infrastructure at the enterprise: helping Fortune 500 companies in banking insurance retail and legal build the eval and improvement loops their AI agents need to work safely and well in production.

This is the founding marketing role for this new line of business and at its core a product marketing role: positioning technical narrative and sales partnership come first. You will be working with company leadership directly and youll have the full weight of Handshakes marketing org brand and infrastructure behind you with the autonomy to build the Enterprise AI motion from the ground up. Youll lead and build the positioning technical content a lighthouse-account ABM motion and sales enablement all while working directly with the Enterprise AI founding team. Youll have high visibility and close proximity to CEO Garrett. Its a high-ownership opportunity inside a larger $250M company build-out. If this line of business becomes what we expect it to this founding role grows into a team you build and lead.

• Own positioning and messaging end-to-end define the ICP build the competitive narrative and stand up the messaging architecture everything else runs on

• Translate technical proof points (evals RL environments model behavior) into content that credibly reaches technical buyers: POVs case studies executive bylines sales narrative

• Build sales enablement from scratch pitch decks battlecards objection handling for a sales team currently working without a CRM or existing collateral

• Partner on the front line with sales and a deployment strategist/solutions architect joining demos and discovery calls to close knowledge gaps in real time as the team ramps

• Shape account-based vertical-specific motions (banking insurance retail legal) in partnership with field and growth marketing who will already be staffed and running events by fall

• Stand up a minimum-viable digital presence (microsite/landing pages) with support from web dev

• Use AI tooling aggressively to operate above your weight class this function doesnt have the headcount yet for a traditional team structure

• 7 years in B2B marketing with a strong product marketing foundation this is a PMM-first role not a generalist growth or demand gen seat

• Experience partnering with enterprise sales in a high-ACV complex technical sales motion comfortable joining live demos and discovery calls not just producing materials from a distance

• Gone zero-to-one before: launched a product built a function or served as a founding/solo marketer at an early-stage company

• Sold complex technical solutions into traditional non-tech Fortune 500 enterprises (banking insurance retail) rather than exclusively tech buyers

• Strong writer and storyteller who gets fluent in genuinely technical material fast

• Operates independently with real agency in ambiguous fast-moving environments this team is early and self-directed without a lot of hand-holding infrastructure yet

Bonus points:

• Came up at a large structured company (Salesforce Google etc.) before making the jump to a founding marketing role at an AI or technical B2B startup

• Fluent in AI tooling as a way of multiplying personal output across content research and competitive intel rather than just a topic you market

Handshake delivers benefits that help you feel supported and thrive at work and in life.

The below benefits are for full-time US employees.

Ownership: Equity in a fast-growing company

Financial Wellness: 401(k) match competitive compensation financial coaching

Family Support: Paid parental leave fertility benefits parental coaching

Wellbeing: Medical dental and vision mental health support $500 wellness stipend

Growth: $2000 learning stipend ongoing development

Remote & Office: Internet commuting and free lunch/gym in our SF office

Time Off: Flexible PTO 15 holidays 2 flex days

Connection: Team outings & referral bonuses

Explore our mission values and comprehensive US benefits at Experience:

Director