Job Description

If you are looking to join a global company with a family feel, you'll find your perfect fit at Skyward, where we build software solutions for K-12 schools. Just imagine getting to help students, teachers, and school administrators succeed every day — you can't say that about every job! 

We take great pride in our work, but also in our work environment: teamwork, enthusiasm, continuous improvement, and, of course, a bit of fun. When you join our team there is only one way your career will go - Skyward!  

To learn more about Skyward’s careers, history, products, and customers, go to    

Thank you for your interest! 

Job Description

Position: Customer Success Representative 

Location: Stevens Point, WI - Corporate Office

*May include remote opportunities in the following states: FL, IL, IN, KS, MI, MN, TN, TX, UT, WI. No relocation assistance is provided.

Starting Salary: $45,988.80 (salary commensurate with experience)

Start Date: January 12, 2026

Do you want to make a difference in K-12 education? 

At Skyward we build software solutions for K-12 schools, so every day you are getting to help students, teachers, and school administrators succeed. You can't say that about every career!

Skyward is currently seeking Customer Success Representatives to join our team. This is not a typical customer service/call center role. In this role, you will work in a fast-paced environment one-on-one with customers while collaborating with your team to provide training and solutions for our customers.

What you will do: 

• Serve as the front line in our mission to provide the best possible experience for our customers.
• Develop personalized implementation plans for new customers and contribute to the ongoing success of current customers.
• Demonstrate outstanding customer service skills and the willingness to do what is necessary to achieve customer satisfaction with Skyward solutions.
• Consult with customers through voice, electronic means, and in-person to gather information and evaluate the software functionality.
• Design and formulate appropriate solutions, direct system set-up, and recommend procedures.

What it takes:

• Must be able to travel as travel is required (could include overnight stays).
• Must have a strong work ethic.
• Ability to work both in team and solo environments.
• Dependable with strong organizational skills.
• Proficient in Microsoft Office
• A two or four-year degree or a combination of education and experience that provides equivalent knowledge, skill, and abilities will be considered.

What the future holds:

Skyward is committed to the continued growth of our employees and provides in-depth training and the opportunity for career advancement based on increased knowledge, skills, and abilities.

Click the link below to view the full

job description

Additional Information

All your information will be kept confidential according to EEO guidelines.

Skyward, Inc. provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws.

This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation and training.

Applicants have rights under Federal Employment Laws. Click the title to view details about the law.

• Transparency in Coverage
  • Through UnitedHealthcare, UMR and HealthSCOPE Benefits creates and publishes these Machine-Readable Files on behalf of Skyward .

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