Customer Experience Manager

About Proper

We're rebuilding accounting from the ground up.

Proper is building a complete, AI-native accounting system for growing businesses. Our ambition goes beyond faster bookkeeping: a system that takes on the routine work, helps people understand what the numbers mean, and gives finance teams more time to guide the business.

Our founders bring deep knowledge of the accounting industry and a proven track record of building and scaling successful accounting technology. We know this space, and we're coming together to build something fundamentally better.

Our full-stack approach brings every accounting function into one connected platform—including capabilities such as payroll that businesses often have to bolt on separately. Rather than adding another tool to a fragmented back office, we're bringing the work, the data and the controls together to rethink what an accounting system can do.

This is not a traditional startup. We're building a small team by design, with substantial ownership and AI at the heart of how we work—not just what we build. We're looking for people who are already proficient with AI, committed to mastering its use in their craft, and excited to redefine what a small, exceptional team can achieve.

We believe the strongest endorsement is a CFO putting their reputation behind a recommendation. Earning that trust is the standard we're building toward.

Our mission: to become the accounting system CFOs recommend most, anywhere in the world.

The opportunity

Own the journey from a customer’s first day to their next recommendation.

You’ll own the customer relationship from onboarding through full implementation and ongoing success. That means getting finance teams live, helping them work confidently in Proper, and delivering results they value enough to recommend us to another CFO.

This is a hands-on role, not a handoff at go-live. You’ll stay accountable for the relationship, working with our sales, accounting and product specialists to resolve problems and earn trust. You’ll also help build the playbooks that make an exceptional customer experience repeatable.

What you’ll own

• Lead onboarding. Turn the sales handoff into a clear implementation plan with agreed outcomes, owners and milestones. Coordinate setup, workflow configuration, data validation and training.
• Deliver a successful implementation. Work with accounting and product specialists to resolve exceptions, demonstrate reliable results and prepare customers for broader adoption of Proper’s accounting system, with customer sign-off.
• Own the ongoing relationship. Build trust with CFOs, controllers and their teams. Monitor adoption, demonstrate value, address risks early and coordinate issue resolution through to completion.
• Earn the recommendation. Turn customer results into advocacy. Ask for introductions when the value is proven, follow through on referrals and help customers share their success.
• Build a repeatable experience. Create onboarding guides, training and success playbooks. Keep customer records current, bring actionable feedback to product, and use AI to improve quality and capacity.

What you’ll bring

• At least five years onboarding customers onto accounting software. You have personally guided finance teams through implementation, training and go-live—not just managed relationships after setup.
• Strong accounting-domain knowledge. You understand accounts payable, accounts receivable, payroll and accounting systems, including reconciliations, controls and month-end workflows.
• Customer and project ownership. You can manage multiple implementations, keep stakeholders aligned, explain complex issues clearly and take responsibility when things go wrong.
• Practical AI proficiency. You already use AI effectively, verify its output, protect customer information and are committed to mastering its use in customer experience.

What success looks like

Customers reach agreed implementation milestones, adopt Proper in their daily work, achieve measurable value and stay with us. Where appropriate, they progress to Proper as their accounting system of record—and introduce us to other finance leaders because they trust the experience.

Compensation

Annual on-target earnings range from CAD $100,000 to $140,000.

Variable compensation rewards successful activation and implementation, sustained adoption and retention, accounting-system adoption and qualified customer referrals.

Apply

Apply with your resume and a short note about an accounting-software implementation you led, the customer outcome and how you use AI in your work. Please do not share confidential customer information.

We welcome different backgrounds, experiences and perspectives. Please let us know if you need an accommodation during the hiring process.