The 2026 Stewardship Benchmark Report is here. Read it now

Careers

Sales Development Representative

  • Full-Time
  • Chicago, IL
  • Sales

$45,000 - $55,000 base · $80,000 - $90,000 OTE

About $35,000 variable target. Uncapped commission with accelerators.

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

Research prospects and run outbound to book qualified meetings for our Account Executives, building the top of the funnel.

What you'll do

  • Research prospects to tailor your outreach
  • Run outbound across phone, email, and social
  • Schedule and qualify meetings for Account Executives
  • Collaborate on territory strategy
  • Keep HubSpot accurate
  • Feed back on outreach effectiveness and market trends

Who you are

  • 0–2 years of sales or relevant experience
  • Bachelor's degree
  • Coachable and adaptable
  • Strong organization and time management
  • Naturally curious, with value-driven prospecting
  • Competitive but team-oriented

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.

A note on workspace

Hybrid, based in our West Loop / Fulton Market office in Chicago, roughly three days a week.

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)