Goalbook

Sales Development Representative – Chicago/Midwest, New York City/Northeast

Goalbook

full-time

Posted on:

Location Type: Remote

Location: Illinois • United States

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Salary

💰 $60,000 - $80,000 per year

About the role

  • Execute targeted outreach (outbound and inbound) aligned with defined Ideal Customer Profiles (ICPs) and go-to-market priorities.
  • Engage district leaders who have expressed prior or current interest in Goalbook to guide them through the early stages of the buyer's journey: discover needs, articulate our value proposition, nurture relationships, and schedule demonstrations.
  • Book high-quality discovery meetings for the field sales team that effectively convert into a qualified pipeline.
  • Consistently meet or exceed expectations for the number of meetings booked and pipeline generated.
  • Maintain focus on relevance, preparation, and value creation in every interaction.
  • Actively engage in coaching, feedback, and skill-building opportunities.
  • Demonstrate rapid learning and improvement in core competencies, including messaging, discovery, and objection handling.
  • Attend national and regional conferences, providing support to regional Partnerships team members as required.
  • Travel is required in this role – 20% travel estimated.

Requirements

  • 2+ years teaching experience
  • 2+ years of experience in services or sales
  • Excellent interpersonal, organizational, and persuasion skills
  • Entrepreneurial spirit
  • 2+ years instructional coaching or school leadership experience (desirable)
Benefits
  • 60-80k salary range, based on experience and location
  • Quarterly commission based on sales in the region
  • Medical, dental, and vision coverage
  • Safe Harbor 401k matching
  • Flexible Time Off policy and work schedule
  • Goalbook Family and Medical Leave
  • Goalbook Universal Basic Income
  • A truly motivated, passionate, and fun team. We’re collectively interested in helping you grow in your career.
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Soft Skills
interpersonal skillsorganizational skillspersuasion skillscoachingfeedbackskill-buildingentrepreneurial spiritrelationship nurturingvalue creationobjection handling