Chicago, IL Hybrid Full-time

AwardSpring is hiring a Sales Development Representative

About the Role

The Sales Development Representative will focus on prospecting and generating new business opportunities to support AwardSpring’s growth. This role involves value-based outreach to potential clients and close collaboration with Account Executives to drive revenue.

What You'll Do

  • Research prospects to tailor outreach and demonstrate a clear understanding of their needs.
  • Conduct outbound prospecting through phone, email, and social media to generate new business opportunities.
  • Schedule and qualify meetings with potential customers for Account Executives.
  • Collaborate with Account Executives to develop and execute territory strategies.
  • Maintain accurate data in the CRM (HubSpot) to track activities and outcomes.
  • Provide feedback to sales leadership on outreach effectiveness, market trends, and messaging.
  • Build relationships with prospects to nurture potential long-term opportunities.

What We're Looking For

  • 0-2 years of sales experience or relevant work experience.
  • Coachable and eager to learn, with a willingness to adapt to a fast-paced environment.
  • Strong organizational and time-management skills.
  • Natural curiosity and a value-driven approach to engaging prospects.
  • Competitive mindset with a team-oriented attitude.
  • Bachelor’s degree required.

Technical Stack

  • HubSpot

Benefits & Compensation

  • Hybrid work-style with three days per week in the West Loop office.
  • Base Salary: $45,000–$55,000 (based on experience)
  • Variable Compensation Target: $30,000
  • On-Target Earnings (OTE): $75,000–$85,000
  • Commissions/Bonus opportunities are uncapped, with accelerators in place for high performers

Work Mode

Hybrid role requiring three days per week in the West Loop office, Chicago.

AwardSpring is committed to creating an inclusive and diverse workplace. All employment decisions are based on qualifications, merit, and business needs. We celebrate diversity and foster a welcoming environment for all team members.

Required Skills
sales developmentprospectingHubSpotcommunicationorganizationtime managementadaptabilityteam collaborationcompetitive mindsetcustomer engagement sales developmentprospectingHubSpotcommunicationorganizationtime managementadaptabilityteam collaborationcompetitive mindsetcustomer engagement
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About company
AwardSpring
AwardSpring is a growing Software as a Service (SaaS) company that partners with colleges and foundations to simplify scholarship management.
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Job Details
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Posted a year ago