The 2026 Stewardship Benchmark Report is here. Read it now

Careers

Head of Marketing

  • Full-Time
  • Chicago, IL
  • Marketing

Commensurate with experience, including equity

Apply for this role (opens in a new tab)

Applications for this role are handled on our Breezy job board.

Who we are

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, and 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.

AI in our hiring

We use AI tools to assist in screening applications and assessing fit. Final hiring decisions are made by humans. Prefer a review without AI assistance? Email our hiring team at careers@awardspring.com to request it. It will not disadvantage you.

Equal Opportunity Employer

AwardSpring is an equal opportunity employer and hires without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, veteran, or disability status. We're committed to an inclusive, harassment-free workplace.

Apply for this role (opens in a new tab)