Remote Customer Success Manager

Customer Success Manager — WinCap & QSS/OASIS

Harris School Solutions · Remote-based with frequent on-site client visits (U.S.) · $72,000–$82,000/year · Travel ~25–50%

Why this role matters

Every school day, district business officials open WinCap and QSS/OASIS to do the work that keeps schools running — making payroll, managing budgets, tracking fund balances, and reporting to the state. When those systems work well, teachers get paid on time and administrators get to focus on students instead of spreadsheets.

But the people in those seats are changing. A generation of district finance, HR, and operations veterans is retiring, and they’re being replaced by capable newcomers who didn’t grow up with our software. They need a guide.

That’s the heart of this role. As Customer Success Manager for WinCap and QSS/OASIS, you’re the trusted partner who keeps districts confident, supported, and loyal to Harris year after year.

This is also a first for us. Harris School Solutions is launching its first dedicated Customer Success function, and you’ll be part of it from the start. Working closely with leadership, you’ll help shape how we show up for districts and have real input into the practices this function is built on. If you want to help establish something new — and measure your work in relationships strengthened rather than deals closed — this is that opportunity.

What you’ll do

• Own a portfolio of WinCap and QSS/OASIS districts as their primary relationship and point of contact.
• Spend real time on site with districts — building face-to-face trust that keeps relationships strong through staff turnover and budget seasons.
• Learn each district’s goals, calendar, and pain points well enough to anticipate what they need before they ask.
• Identify accounts at risk of leaving early, and step in to rebuild confidence before a relationship erodes.
• Drive adoption — especially with newer administrators — so districts feel capable and well-supported with the tools they already rely on.
• Check in proactively, not just at renewal time, and turn day-to-day conversations into long-term loyalty.
• Host and coordinate webinars and working sessions that deepen product knowledge across your accounts.
• Watch renewals closely and engage early, so a renewal is a formality rather than a rescue.
• Be the customer’s voice inside Harris, bringing the field’s perspective back to support, product, and leadership.
• Help shape the Customer Success playbook alongside leadership — contributing to the processes, metrics, and habits the function will run on.

What you bring

• Experience as a Customer Success Manager or in a similar client-facing role — ideally in software, and a real plus if you’ve helped stand up or shape a function rather than just inherit one.
• The ability to build trust quickly and keep relationships strong over the long haul.
• A knack for translating technical detail into plain, useful guidance for a non-technical audience.
• Strong communication, negotiation, and interpersonal instincts.
• A retention-first mindset: you measure your success by your customers’ success.
• A bachelor’s degree in Business, Marketing, Computer Science, or a related field — or equivalent experience.
• Familiarity with the K–12 or public-sector world is a strong plus — you’ll be working with school business officials, not enterprise buyers.
• Genuine enthusiasm for being in the field; you’d rather sit across the table from a district than work the whole relationship over email. Expect roughly 25–50% travel to client sites.

Why Harris

At Harris, we believe great people build great software — and great customer relationships keep it growing. You’ll work with a high-performing, supportive team in a casual, collaborative environment where your impact on real districts is visible every day.

We’re financially strong and proudly part of Constellation Software Inc. (CSI), one of the largest software companies in North America. That means the long-term stability of a major parent company alongside the entrepreneurial autonomy of a focused business unit — plus competitive pay, meaningful benefits, flexibility, and a culture that values curiosity and having fun while doing great work.

Follow us on LinkedIn to learn more about our culture, values, and career opportunities.

Harris is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, or protected veteran status, and will not be discriminated against on the basis of disability. Applicants who require a reasonable accommodation due to a disability may contact us at View email address on jobicy.com. Accommodation requests may be made at any time; this address is dedicated solely to accommodation requests and cannot be used to inquire about application status.

As part of our recruitment process, we use artificial intelligence (AI) tools during the initial screening phase to help identify candidates whose qualifications most closely align with the role. This supports efficiency and consistency in the early stages but never replaces human judgement. All subsequent evaluations and final hiring decisions are made by our recruitment professionals. AI does not make final hiring decisions.