Head of Marketing

Cascade AI is an agentic AI company for employee support, purpose-built for HR and the employees they serve. Our suite of specialized AI agents is transforming how enterprises operate—redefining how employees engage with HR and how HR teams work at scale.

Employee-facing agents handle Q&A, benefits decision support, leave planning, onboarding, and offboarding, while HR-team-facing agents drive operational excellence through people analytics, leave management, benefits contract integrity reviews, and more. By automating complex, high-impact HR processes, Cascade AI enables organizations to elevate the employee experience while unlocking new levels of efficiency, accuracy, and speed for HR.

We’ve raised $5.4M led by Gradient Ventures, Google’s AI fund, and have forged strategic partnerships with Microsoft and Google. We are already live with large customers, including Fortune 100 organizations, and have validated early product-market fit across multiple sales channels and industries.

Co-founded by two former Microsoft AI engineers, Cascade AI offers the rare opportunity to shape the storytelling of agentic AI in the enterprise - defining a new category and building a brand from the ground up. We are entering our next stage of growth and seeking our first Head of Marketing to lead this charge.

The Role

We are hiring our first Head of Marketing to build Cascade AI’s marketing function from the ground up. This is a foundational role at the ground floor of a category-defining company. You will:

• Collaborate closely with the CEO to define and execute an integrated marketing strategy that balances short-term demand generation with long-term category storytelling.
• Build a high-velocity demand generation engine across our four core sales channels— Partnerships, Events, Inbound, and Outbound —to consistently generate qualified pipeline.
• Establish our positioning, messaging, ICP, and use case grid , ensuring alignment across marketing, sales, partnerships, and product.
• Create compelling content and thought leadership (reports, blogs, social, webinars, newsletters) that elevate our market POV and move prospects from interest to intent.
• Drive brand visibility through strategic events, speaking opportunities, awards, and earned media, linking them to measurable lead capture.
• Refresh our digital presence (website, landing pages) and implement a scalable marketing stack (automation, analytics) to track performance and ROI.
• Build world-class sales enablement content —collateral, decks, case studies—that accelerates deal velocity and improves win rates.

What You’ll Achieve (6–12 Months)

• Implement and scale a lead generation engine that reaches thousands of new target accounts monthly, converting to Sales Accepted Leads (SALs) and revenue pipeline.
• Deliver pipeline from Partnerships and Events channels while owning the end-to-end demand generation framework , including building sales enablement materials that improve win rates and deal velocity.
• Launch and maintain a webinar series to engage prospects and accelerate lead conversion.
• Publish quarterly thought leadership reports on specialized AI in HR, anchored to lead-gen campaigns.
• Launch a consistent brand narrative and content cadence (website, blog, events, press, social, newsletters, nurture) that positions us as a thought leader and keeps Cascade top-of-mind.
• Launch a nurture program that re-engages dormant accounts and brings new opportunities back into the funnel.
• Complete a website refresh to reflect updated messaging, value proposition, and visual identity.
• Implement a marketing analytics foundation to track lead sources, funnel conversion, and CAC/LTV metrics across Partnerships, Events, Inbound, and Outbound channels.
• Secure press coverage and industry awards to add third-party validation and credibility to our brand.

What We’re Looking For

• 4–6+ years of progressive B2B SaaS marketing experience, ideally in enterprise segments.
• Proven ability to build both growth engines (demand generation, lead nurture, channel experiments) and narratives (messaging, brand, thought leadership).
• Strength in revenue/demand generation and solid product marketing fundamentals, with breadth to hire for your complement later.
• Strong analytical rigor (funnel metrics, CAC/LTV, attribution) and comfort with ABM and enterprise buying committees.
• Creative storyteller with sharp positioning instincts and ability to translate complex tech into compelling stories.
• Hands-on operator who thrives in fast-moving, early-stage environments.
• Passion for our mission and excitement about building a challenger brand.

Why Join Us

• Shape the marketing strategy and brand of a category-defining company from the ground floor.
• Work directly with the CEO and leadership team to drive company growth.
• Opportunity to build and lead a marketing organization as we scale.
• Competitive compensation, equity, and benefits.