Marketing Director

Enterprise AI | Chicago hybrid or New York remote-first $200,000–$225,000 base, meaningful equity

A well-backed, early-stage enterprise AI business is hiring its first dedicated marketing leader.

The company is building software for organisations operating in complex, highly regulated environments. Its platform helps senior legal, risk, compliance and operational teams understand changing external requirements, assess business impact and take action with greater speed and confidence.

With an experienced leadership team, a growing sales function and early enterprise traction, the business is now looking for someone to take ownership of how it shows up in the market and how marketing contributes to commercial growth.

This is a genuine founding marketing role. You will not be joining a large existing function or inheriting a settled playbook. You will shape the narrative, build market presence and create the marketing motions that help the sales team generate stronger enterprise pipeline.

The role

You will lead marketing across brand, positioning, product marketing and pipeline creation.

Day to day, this will include:

• Defining clear, credible messaging for a complex enterprise platform
• Building a distinctive brand and strengthening the company’s industry presence
• Working closely with founders, product and sales to refine the ICP, buyer narrative and commercial story
• Creating strategic campaigns that help open conversations with priority enterprise accounts
• Developing thought leadership, research, events, webinars and executive-level activity
• Turning customer insight, market developments and product releases into reasons for buyers to engage
• Supporting partnership activity and broader routes to market
• Owning a pipeline target focused on qualified enterprise opportunities
• Establishing the first marketing priorities, processes and operating rhythm as the business scales

What we are looking for

You are likely a Director of Marketing, Head of Marketing, Head of Product Marketing or senior growth leader from a B2B enterprise software business.

You will bring:

• Around 7–10 years of B2B marketing experience
• A track record of building or materially shaping marketing within a high-growth scale-up
• Strong enterprise positioning and messaging capability
• Experience creating qualified pipeline through campaigns, account-led activity, industry programmes, content, events or partnerships
• Comfort working hands-on, directly with founders and sales leadership
• Strong commercial judgment around how sophisticated buyers assess new technology
• Genuine familiarity with AI and the ability to explain its practical value without relying on hype
• Exposure to complex or regulated markets such as financial services, legal, risk, compliance, insurance, audit, healthcare, identity or security

Direct experience in this exact category is not required. The key is having marketed a product where buyer trust, credibility, accuracy and commercial relevance genuinely matter.

What is on offer

• $200,000–$225,000 base salary, with flexibility for an exceptional person
• Meaningful equity package
• Chicago-based hybrid working, with New York remote-first options
• Direct access to experienced founders and commercial leadership
• A business with early traction, a built sales team and a clear need for marketing to drive the next stage of growth
• Fast interview process and real ownership from day one

This role will suit someone who wants to build, make decisions and see a direct link between their work and enterprise revenue.