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Goalbook

Customer Success, Midwest (Chicago Based)

🇺🇸 Remote - US

🕑 Full-Time

💰 $70K - $110K

💻 Customer Success

🗓️ December 18th, 2025

Edtech.com's Summary

Goalbook is hiring a Customer Success professional for the Midwest region. The role involves working closely with district and school leaders to plan and implement instructional improvements, deliver training both online and in person, and build strong relationships to support educational success.

Highlights
  • Coordinate renewal efforts with district and school partners nationwide.
  • Plan and execute effective implementation strategies for instructional practices.
  • Deliver online webinars and onsite professional development workshops.
  • Analyze usage data to drive user engagement and success.
  • Require approximately 30% travel, increasing during summer and fall.
  • 2+ years of instructional leadership or coaching experience and 5+ years teaching experience required.
  • Preferred background in school or district leadership, business experience in sales or customer success, and special education knowledge.
  • Compensation ranges from $70,000 to $110,000 depending on experience and location.
  • Benefits include medical, dental, vision, 401k matching, flexible time off, family and medical leave, and a universal basic income program.
  • Work with a diverse team focused on supporting educators across 1,000+ school districts and 47 states.

Customer Success, Midwest (Chicago Based) Full Description

Are you a school leader or instructional coach with special education and business experience looking for your next challenge in the education space? 
 
At Goalbook, our mission is to empower teachers to transform instruction so that ALL students can succeed. We partner with 1,000+ school districts in 47 states, working closely with them to support educators with improving instructional practice.
 
This will be a challenging role that requires you to work with district and school leaders across the country to plan effective implementations and transform instructional practice in every classroom. You can navigate complex discussions, build strong relationships, and be organized and detail-oriented. At the same time, you command attention and deliver effective trainings in both online and in-person formats.
 
If you were the most impactful teacher at your school and loved coaching and working with other educators, then this will be a great fit. 
 
Key Responsibilities
- Perform renewal efforts with our district and school partners across the country.
- Collaborate with district and school leaders to plan effective implementations.
- Deliver online webinar trainings and onsite professional development workshops.
- Analyze usage data and metrics and work with district partners to maximize user engagement.
- Build relationships through meetings with partners onsite, at Goalbook events, and education conferences.
- 30% travel required, and can be heavier during the summer and fall seasons.
 
Required Skills & Experience
- 2+ years instructional leadership or coaching experience
- 5+ years teaching experience
- Excellent interpersonal, organizational, and persuasion skills
- Top-notch organization and attention to detail
- Entrepreneurial spirit
 
Desirable Skills & Experience
- 2+ years school or district leadership experience
- 2+ years business experience, ideally in sales or customer success
- Experience working in Special Education
 
Benefits
- 70-110k compensation range, based on experience and location
- Medical, dental, and vision coverage
- Safe Harbor 401k matching
- Flexible time off policy
- 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.
 
Contact
 
Submit an application addressed to Gretchen Kroll and provide your cover letter, resume, LinkedIn profile, and how you heard about us. This is a remote position, ideally based in the Chicagoland metro areas. You must reside within reasonable distance to a major airport.
 
For the safety of our team members, Goalbook requires employees to test for COVID-19 to attend in-person team events.
 
Goalbook is committed to building a diverse team that can understand and serve ALL students in the US public school system. We are an equal opportunity employer and strongly encourage applications from all people of diversity, including those with diverse needs, backgrounds, abilities, and other distinct characteristics.
 
Learn more about working at Goalbook! Check out our teammates’ stories:
 
Please Beware of Recruiting Scams
As you explore job opportunities at Goalbook, we urge you to be cautious of recruitment scams in which fraudsters pretend to represent our company by utilizing the name, image, and likeness of Goalbook team members. The only way to apply to our roles is directly through our website. All communications and calendar invitations will come from a team member with a @goalbookapp.com email address. All interviews are conducted through video calls directly with our team members via Google Meet or Zoom.