Skyward

Role Description We’re looking for a Product Owner who is passionate about delivering value to customers and driving innovation. In this role, you’ll work closely with the Product Manager to influence and execute product vision, prioritize requests, and ensure clear requirements for development. What you will own: - Advocate for customer needs and share the user perspective with development teams. - Manage and validate product requests, using insights from customers and data to solve problems. - Prioritize projects on the product backlog and articulate their business value. - Strategically plan and execute the development and release of new features. - Lead a team without direct managerial authority and collaborate across departments. Qualifications - A two- or four-year degree or equivalent experience. - Excellent interpersonal and communication skills. - Strong analytical, creative, and persuasive writing abilities. - Ability to work collaboratively and build strong relationships. Benefits - 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 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 www.skyward.com .

Role 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: September 21, 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 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. 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. Qualifications - 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. Requirements - Must be able to travel independently for business purposes. Travel requirements are 25% resulting in an 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. Benefits - 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

Role 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: September 21, 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 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. 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. Qualifications - 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. Requirements - Must be able to travel independently for business purposes. Travel requirements are 25% resulting in an 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. Benefits - 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

Role Description As a Project Manager in our Qmlativ Migrations department, you will be responsible for the planning, executing, monitoring, controlling, and completion of projects between our current SMS software clients that are transitioning to our Qmlativ software. You will apply professional principles, practices, and techniques to lead implementation teams to ensure that our current customers are satisfied. - Serve as the primary liaison between customers and internal teams. - Develop and manage project plans, timelines, and milestones. - Assign tasks to appropriate team members and ensure alignment across units. - Make informed decisions to keep projects on track. - Communicate effectively with stakeholders to understand requirements and goals. - Identify and mitigate project risks; adjust schedules as needed within budget. - Prioritize tasks, meet deadlines, and handle multiple responsibilities independently. - Resolve issues promptly and accurately. - Foster a positive team culture through collaboration and communication. - Maintain high standards of productivity, organization, and responsiveness. Qualifications - Dependable with strong organizational, reasoning, and problem-solving skills. - Committed to exceptional customer service and satisfaction. - Excellent interpersonal and communication abilities; thrives in team settings. - Proficient in Microsoft Office (Excel, Word, PowerPoint) and general PC applications. - Holds a two- or four-year degree or equivalent experience. Requirements - Location: Stevens Point, WI - Corporate Office (May include remote opportunities in the following states: AZ, FL, IL, IN, KS, MI, MN, PA, TN, TX, UT, WA, WI. No relocation assistance is provided.) - Starting Salary: $23.73 - $26.10 (wage commensurate with experience) - Employment Status: Full-Time - FLSA Status: Hourly Non-Exempt Benefits - 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

• Serve as a senior engineer supporting CMS's modernization efforts, turning manual test cycles into automated, observable, fast-feedback systems that scale with the mission. • Design, build, and maintain test automation frameworks across the stack so quality is engineered in, not inspected at the end. • Champion shift-left quality: pair with developers on test strategy, push coverage upstream, and make sure quality is everyone's job, not a gate at the end of the pipeline. • Write real software (Python, preferably) to build test harnesses, fixtures, data generators, and tooling that developers actually want to use. • Own the API and UI automation layers, browser automation, and accessibility coverage where it counts. • Integrate tests deeply into CI/CD - parallelized, sharded, and tuned so the feedback loop is measured in minutes, not coffee breaks. • Hunt down flakiness like it's personal. Quarantine it, root-cause it, fix it, and put guardrails in place so it doesn't come back. • Design performance, load, and chaos experiments so the team knows how the system behaves before real users find out. • Contribute to architectural decisions, technical roadmaps, and engineering best practices across the program. Oh, and mentor the engineers around you while you're at it. • Partner cross-functionally with product, security, customer experience, and platform teams to keep delivery moving and the mission front and center.

Role Description Skyward is seeking a State & Federal Compliance Analyst to ensure our software meets evolving state and federal reporting requirements. This role is ideal for someone who enjoys digging into regulations, collaborating across teams, and making a real impact in the education technology space. - Research and interpret state and federal reporting requirements. - Communicate changes to internal teams and customers. - Conduct quality assurance testing and compliance training. - Assist support teams with troubleshooting reporting-related issues. - Create and maintain documentation and training materials. - Verify data migration from third-party software. - Collaborate with product development to ensure compliance is built into our solutions. Qualifications - A 2-year or 4-year degree, or equivalent experience in school administrative software, state reporting, or compliance research. - Strong interpersonal and communication skills. - Proficiency in Microsoft Office (Excel, Word, PowerPoint). - Analytical mindset with attention to detail. - Ability to work independently and manage multiple priorities. Requirements Location: Stevens Point, WI - Corporate Office *May include remote opportunities in the following states: AZ, FL, IL, IN, KS, MI, MN, PA, TN, TX, UT, WA, WI. No relocation assistance is provided. Starting Salary: $49,352.06 - $54,287.27 (wage to commensurate with experience) Benefits - 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

• Sit shoulder-to-shoulder with product owners, stakeholders, and SMEs to dig out what they really need (not just what they first ask for). • Translate messy, complicated business problems into crystal-clear user stories, acceptance criteria, and process flows that engineers actually want to read. • Map out current-state processes and shine a light on the gaps, risks, and “wait, why do we still do it that way?” moments. • Help shape the backlog and roadmap across multiple applications, keeping priorities straight when everything feels urgent. • Make sure requirements line up with business goals, regulatory standards, and enterprise architecture (because surprise audits are nobody’s friend). • Plan and run user research that actually changes things (interviews, contextual inquiry, journey mapping, usability testing, surveys, the works). • Recruit, schedule, and coordinate sessions with a diverse user community of 500+ participants across programs. • Turn mountains of qualitative and quantitative data into the kind of insights that get printed out and pinned to walls. • Build personas, service blueprints, and experience maps that help everyone see the user clearly. • Be the loudest voice in the room for users and accessibility — politely, but firmly — from kickoff through launch. • Help project managers and product teams put together project charters, business cases, and communications that actually get read. • Support change management, training, and adoption when new features ship. Because launching something is only half the job. • Track and report on KPIs, research outcomes, and system usage trends so we can prove what’s working (and fix what isn’t). • Facilitate workshops, design sessions, and stakeholder meetings without anyone falling asleep.

• Be part of a team supporting the Centers for Medicare and Medicaid Services (CMS) by disseminating data to researchers who are studying ways to improve the quality and reduce the cost of care provided to chronically ill Medicare and Medicaid beneficiaries. • Ingest, validate, and document data from new sources to ensure quality, consistency, and usability within the broader Medicare and Medicaid data ecosystem. • Provide subject matter expertise and technical guidance to stakeholders, answering data questions from a variety of federal researchers and healthcare analysts. • Provide technical writing and revision of existing output review guidelines. • Write and maintain production-quality code in Python, R, or SAS to clean, transform, and analyze healthcare data at scale. • Review analytic specifications and outputs to ensure alignment with business rules and research requirements. • Communicate and coordinate output reviews with team members and helpdesk and respond to researcher inquiries.

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 www.skyward.com.   Thank you for your interest! Job Description Job Title: Product Owner - Student & Business Suite Location: Stevens Point, WI - Corporate Office *May include remote opportunities in the following states: AZ, FL, IL, IN, KS, MI, MN, PA, TN, TX, UT, WA, WI. No relocation assistance is provided. Starting Salary: $49,352.06 - $54,287.27 (Salary commensurate with experience) Position Description: We’re looking for a Product Owner who is passionate about delivering value to customers and driving innovation. In this role, you’ll work closely with the Product Manager to influence and execute product vision, prioritize requests, and ensure clear requirements for development. Click here for a full job description. What you will own: - Advocate for customer needs and share the user perspective with development teams. - Manage and validate product requests, using insights from customers and data to solve problems. - Prioritize projects on the product backlog and articulate their business value. - Strategically plan and execute the development and release of new features. - Lead a team without direct managerial authority and collaborate across departments.     Requirements: - A two- or four-year degree or equivalent experience. - Excellent interpersonal and communication skills. - Strong analytical, creative, and persuasive writing abilities. - Ability to work collaboratively and build strong relationships.  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 https://www.skyward.com/careers. 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: Product Management - Starting Salary: $49,352.06 - $54,287.27 - Employment Status: Full-Time - FLSA Status: Hourly Non-Exempt

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 www.skyward.com.   Thank you for your interest! Job Description Job Title: Product Owner - Student & Business Suite Location: Stevens Point, WI - Corporate Office *May include remote opportunities in the following states: AZ, FL, IL, IN, KS, MI, MN, PA, TN, TX, UT, WA, WI. No relocation assistance is provided. Starting Salary: $49,352.06 - $54,287.27 (Salary commensurate with experience) Position Description: We’re looking for a Product Owner who is passionate about delivering value to customers and driving innovation. In this role, you’ll work closely with the Product Manager to influence and execute product vision, prioritize requests, and ensure clear requirements for development. Click here for a full job description. What you will own: - Advocate for customer needs and share the user perspective with development teams. - Manage and validate product requests, using insights from customers and data to solve problems. - Prioritize projects on the product backlog and articulate their business value. - Strategically plan and execute the development and release of new features. - Lead a team without direct managerial authority and collaborate across departments.     Requirements: - A two- or four-year degree or equivalent experience. - Excellent interpersonal and communication skills. - Strong analytical, creative, and persuasive writing abilities. - Ability to work collaboratively and build strong relationships.  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 https://www.skyward.com/careers. 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: Product Management - Starting Salary: $49,352.06 - $54,287.27 - Employment Status: Full-Time - FLSA Status: Hourly Non-Exempt