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Education Walkthrough

SaaS for K-12 walkthroughs and feedback

Customer Success Manager

Full-TimeUpdated on 10/23/2026
$60k - $70k/yr
Junior
Chicago, IL, USA
HybridHybrid role; based in the Chicago area or able to travel to Chicago occasionally.
Customer Experience & SupportCustomer Success

About the job

Requirements
  • At least 2 years in a role where relationships and follow-through mattered; relevant backgrounds may include teaching, account management, client services, sales, coaching, or hospitality.
  • Strong relationship-building and proactive problem-solving skills, with attention to detail and the ability to anticipate customer needs.
  • Ability to use spreadsheets and data to make decisions and build a case for those decisions.
  • Strong written, phone, and on-screen communication skills.
  • Comfort with technology and willingness to learn the company's tools and workflows.
  • Previous experience with a customer relationship management (CRM) system is important.
  • Curiosity about artificial intelligence (AI), experience having tried it, and openness to using it in work.
Responsibilities
  • Own customer onboarding, training, and ongoing support to promote adoption and customer benefit.
  • Proactively contact customers at important moments and identify usage gaps, upcoming deadlines, role changes, and other issues before they escalate.
  • Build relationships with school and district leaders and turn customer value into referrals and introductions.
  • Manage renewals and identify account expansion opportunities.
  • Represent customer feedback internally to help improve the product.
  • Create and maintain support documentation and enablement resources for customer self-service.
  • Participate in daily account check-ins and maintain clear records for each account.
Desired Qualifications
  • Classroom teaching or school administration experience.
  • Prior customer-facing or software-as-a-service (SaaS) experience.
  • Hands-on experience with a CRM such as HubSpot.

About the company

Education Walkthrough provides a SaaS platform for K-12 instructional leaders to streamline classroom observations and feedback. It offers a mobile app and web dashboard where principals, coaches, and district administrators conduct brief walkthroughs, use customizable templates, attach media, and share immediate feedback via auto-generated PDFs. For teams and districts, it includes collaboration features and data analytics to visualize instructional trends and growth opportunities, with white-label options for consultants. Its freemium model lets individuals start with a limited number of walkthroughs, while Pro and Teams unlock unlimited observations and advanced analytics, aiming to save administrators time and provide data-driven insights to improve instruction and student outcomes.

Company Size

1-10

Company Stage

N/A

Total Funding

N/A

Headquarters

Chicago, Illinois

Founded

2019

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Simplify's Take

What believers are saying

  • The site claims usage across 3,500 schools, signaling meaningful installed distribution.
  • LinkedIn says the company reached $200K ARR and 100,000 teachers through word-of-mouth.
  • Google Play updated the app on 2026-09-01, showing active maintenance and reliability work.

What critics are saying

  • Adam Russek-Sobol still anchors sales, product, and branding, creating founder concentration risk.
  • Capterra shows only 42 reviews as of 2026-09-16, limiting enterprise proof.
  • PowerSchool, Panorama, and school suites can bundle walkthroughs by 2027, squeezing standalone demand.

What makes Education Walkthrough unique

  • Education Walkthrough launched in 2019 around instant 10-minute feedback, not annual teacher evaluations.
  • McREL Power Walkthrough integration, updated 2025-01-17, adds a recognized instructional framework.
  • The product spans iOS, Android, web, and white-label deployments for consultants.

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