Director / Sr. Director, Demand Generation
Leena AI
Sales & Business Development
New York Metropolitan Area, USA
Leena AI is building the definitive AI platform for enterprise employee experience. Our flagship product, AI Colleague Studio, deploys autonomous AI colleagues that handle complex HR, IT, and finance workflows across the world's largest enterprises. Backed by top-tier investors, we grew nearly 4x last year and are rewriting the rules of how enterprises adopt AI. Our office is located in Midtown Manhattan, New York. If you want to operate at the frontier of enterprise AI – not just talk about it – this is the place.
The RoleWe're looking for a Director / Sr. Director of Demand Generation to own Leena AI's entire demand engine, reporting to the Head of Marketing. You own every dollar of deployed marketing budget and you're accountable for what it produces: pipeline. That's the OKR. Not impressions, not MQLs, not "engagement" – qualified pipeline that sales can close.
This is a full-stack demand role. You own paid media across every channel, field marketing, marketing operations, the entire lead-gen tech stack, and marketing analytics. Some of this team exists today; some of it doesn't. You'll inherit what's here, raise the bar on it, and build the rest – scoping the roles, hiring the operators, and standing up the functions that don't exist yet.
You operate as a peer to the VP of Product Marketing (who owns brand, product marketing, positioning, website, analyst relations, and sales enablement). SDRs do not report to you – they sit in Biz Ops, a peer function. You'll partner tightly with both, but your engine, your budget, and your number are yours.
What You'll DoOwn the Number: Pipeline generated is your OKR. You own the model that gets us there – channel mix, spend allocation, conversion rates, and the targets behind each. When the number is at risk, you see it before anyone else and you've already reallocated.
Paid Media – The Entire Gamut: LinkedIn, Google, SEO, Reddit, and every channel that earns its place. You own strategy, execution, and ROI across all of it. You run paid like a portfolio manager – moving budget toward what's working in real time, killing what isn't, and testing new channels before competitors know they exist. AI-generated and AI-tested creative at volume is your default, not an experiment.
Field Marketing: Tradeshows, industry conferences, and Leena AI-hosted dinners. You own the calendar, the spend, and – critically – the pipeline attribution. Every event is a pipeline bet with a number attached, not a brand expense. You build the motion that turns a dinner into a deal.
Marketing Operations: The operational backbone – lead routing, scoring, lifecycle management, campaign ops, and data hygiene. You make sure no lead leaks, every touch is captured, and the handoff to Biz Ops/SDRs is clean and instant. The ops layer should run itself; you build it that way.
Martech & the Lead-Gen Stack: You own the entire tech stack required to generate, capture, enrich, and route demand. Audit what we have, rip out what's bloated, integrate what's missing, and build the glue yourself rather than waiting on a vendor roadmap. You treat the stack as a system you engineer, not a set of licenses you renew.
Marketing Analytics: Multi-touch attribution, funnel analytics, cohort and channel ROI, CAC and payback by source. You build the reporting that tells the truth – including when it's inconvenient – and you make the data the basis for every budget decision. If a dashboard doesn't exist, you build it.
Build & Lead the Team: Inherit a partial team, raise its bar, and build out the functions that don't exist yet. Scope the roles, source the talent, and set people up to own their domains. You hire AI-native operators and develop the ones already here into the same.
Own the Budget: You control all of Leena AI's deployed marketing budget. Every dollar is yours to allocate and yours to defend with pipeline. You treat the budget like your own capital – ruthless about return, fast to reallocate, allergic to spend that can't trace to a number.
Rebuild It AI-Native: Use LLMs, AI coding tools (Claude Code, Cursor), and automation as your default operating system. If you need a tool, your team builds it – no tickets, no engineering dependency. Every member of your team operates the same way.
Who You AreProven Pipeline Builder (the bar that matters): We don't care which school you went to – we care what you've built and what it produced. You've personally owned a demand number and hit it, at scale, with real money behind it. You can point to the pipeline you generated, the engine you built, and the budget you ran – with the metrics to prove it. This is the high bar, and it's non-negotiable.
8–12 Years in Demand Gen / Growth: Senior demand generation, growth, or performance marketing roles at high-growth B2B / SaaS / AI companies – ideally enterprise. You've run multi-channel paid, owned a martech stack, and managed a meaningful budget end-to-end. Bonus if you've sold technical or AI products into large enterprises.
People Leader: 2+ years directly managing marketers and operators. You hire well, develop fast, and run a team that punches above its weight. You raise the bar, not lower it – and you can build a function from zero, not just inherit one.
Peer to VPs: You can sit across from a VP of Sales, the Brand & PMM lead, or Biz Ops, push back where needed, and drive alignment without escalating. You influence through clarity and results, not authority.
Builder Mentality: You don't wait for a playbook or an agency. You see a gap, build the solution, ship it – and teach your team to do the same. You'd rather stand up a campaign in two days than scope it for two weeks. Scrappy > polished.
Analytically Ruthless: You live in the numbers – CAC, payback, attribution, conversion by stage and source. You can build the model from scratch, interrogate the data until it gives you something real, and reallocate spend on the evidence. You're allergic to vanity metrics and you don't tolerate them from your team.
AI Builder, Not Just AI User (Non-Negotiable): You don't just prompt AI – you build with it. You've shipped real things: enrichment and routing automations, programmatic SEO and content at scale, AI-generated ad variants tested in volume, attribution and anomaly-detection dashboards, campaign-ops scripts that replace manual work. You can go from "we need this" to a working prototype before most people finish the brief. As a leader, you set this standard for your team. This is table stakes.
Hiring Instinct: A chunk of this team doesn't exist yet. You'll scope the roles, source the talent, and hand off clean ownership. You should enjoy this part of the job.
Communication That Cuts Through: Crisp writing, clear thinking. You can distill a channel decision or a budget reallocation into a one-page memo that drives the call the same day.
Work from office: This role requires you to work out of our NYC office 4 days a week.
Our AI-First ExpectationAt Leena AI, we don't just sell AI – we live it. As a Director, you set the standard for your team and shape how peer functions operate. Demand Gen, more than most functions, is being rebuilt from the ground up in the AI era – and you're leading that rebuild.
For this role, that means:
- Using LLMs for first-draft campaign copy, ad variants, audience and ICP research, competitive teardowns, and SEO content – then applying judgment to sharpen the output.
- Building martech glue, enrichment pipelines, lead-routing logic, and reporting yourself with Claude Code, Cursor, or similar – no engineering dependency.
- Automating the operational grind – CRM hygiene, lead scoring, campaign QA, spend reporting, attribution – with AI-powered scripts and integrations.
- Running creative and content at AI-native volume and velocity – generating, testing, and iterating variants far faster than the old agency cycle allowed.
- Holding your team to the same bar – every member is expected to be an AI builder, not just an AI user.
- Continuously experimenting – if a new tool drops that could make you or your team 2x more effective, you're trialing it that week, not that quarter.
We will rigorously evaluate your AI fluency – and your ability to develop it in others – during the interview process.