Head of Marketing

About AwardSpring

AwardSpring is an established, growing SaaS company that partners with hundreds of colleges, universities, and foundations across the US and Canada to award scholarships and manage their donors. We complete the virtuous cycle of giving, getting, and giving again, on a mature, multi-tenant platform, with a small, focused team.

About This Role

Our founding full-time marketing leader, reporting directly to the CEO with no layers in between. Today marketing runs on fractional leadership plus a paid-media agency. Your first mandate is launching a major platform story this quarter: positioning, sales enablement, a launch campaign, demand activation, and customer proof, as we expand from scholarship management into donor management and advancement.

What You'll Do

• Product marketing: own platform launches, messaging frameworks, and competitive intel
• Customer marketing: case studies, the Customer Advisory Board, and lifecycle comms
• Brand and thought leadership: our point of view on higher ed and AI, plus CEO visibility
• Demand generation: direct the agency and paid media, and build AI-search optimization
• Sales enablement: battlecards, demos, and collateral systems
• Events: own the annual budget with ROI discipline

Who You Are

• 4–8 years in B2B SaaS marketing with a product-marketing core
• Already operating AI-native in your own craft
• Product-marketing fluency shown through positioning and launches
• A strong writer and operator across formats
• Comfortable with ambiguity and no established playbook
• Chicago-based, in our West Loop office 2–3 days a week
• Bonus: founding-marketing experience, or a higher education or nonprofit-tech background

Benefits

• Health, dental, and vision insurance
• 401(k) match
• Unlimited PTO
• Paid parental leave

Our Values

• ACTION — Take initiative, be accountable, share what you know.
• DETERMINATION — Simplify and improve, get past obstacles with creativity and persistence.
• HUMANITY — Empathy and kindness in every interaction.
• IMPROVEMENT — Grow daily, add value to clients and teammates.