Customer Success Technical Specialist

Company 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 Technical Specialist

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 11, 2027

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 Technical Specialists 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. Click here to see a full job description.

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 independently for business purposes. Travel requirements are 25% resulting in:
  • Average of 40 travel days per calendar year. Actual travel could be more/less to meet company objectives.
  • The individual will be required to travel and is an essential function of the job. The employee must be able to drive up to six hours while traveling to and from customer’s sites. Overnight stays may be required.
• 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.

Skyward’s Benefits:

At Skyward, we believe in supporting our team members both personally and professionally. Visit our Employee Benefits page for more information on the following offerings:

• Paid time off
• 8.5 paid holidays
• 401(k) retirement plan with company match
• Health, dental, and vision coverage
• Company sponsored basic life/AD&D, short-term, and long-term disability
• Employee Assistance Program
• A robust wellness program

Want to learn more about this department and the skills it takes to succeed as a member of the Skyward team? Spend some time on our careers page at You'll learn more about our culture, expectations, and even the day-to-day mission of the department you're applying for.

A better working experience starts here!

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.

• Family and Medical Leave Act (FMLA)
• Equal Employment Opportunity (EEO)
• Employee Polygraph Protection Act (EPPA)
• Transparency in Coverage
  • Through UnitedHealthcare, UMR and HealthSCOPE Benefits creates and publishes these Machine-Readable Files on behalf of Skyward .

Department: Customer SuccessStarting Salary: $45,972.49 - $50,569.74Employment Status: Full-TimeFLSA Status: Hourly Non-Exempt