Principal Software Engineer

About ExpensePoint

ExpensePoint is a fast-growing expense management platform based out of Winnipeg serving over 900 customers across 105 countries. Recently acquired by a private equity firm, we're entering an exciting phase of technological transformation and expansion. As a profitable company with a strong customer base, we're uniquely positioned to reimagine expense management from the ground up.

The Opportunity

We're seeking an experienced Principal Software Developer to lead our engineering team through a complete tech modernization initiative. This is a rare opportunity to build new systems from scratch while working for a financially stable company with an established market presence.

Key Responsibilities

• Lead and mentor a team of 10 engineers, driving technical excellence and professional growth
• Architect and oversee development of our next-generation expense management platform (both front-end and back-end)
• Drive the implementation of machine learning solutions for fraud detection, receipt reading/classification, and expense automation
• Collaborate with product and business teams to expand into new verticals including virtual card solutions with automated controls, payment systems, and travel management
• Set technical direction and standards while contributing to the product roadmap
• Establish best practices for code quality, testing, and deployment

Required Qualifications

• 10+ years of software development experience with at least 5 years in a technical leadership role.
• Strong expertise in modern software architecture and full-stack development
• Willingness to get hands dirty and code
• Preferable) Experience building and deploying machine learning models in production environments
• Track record of successfully leading engineering teams through significant technical transformations
• Excellent communication skills and ability to translate business requirements into technical solutions

Growth Potential

This role offers exceptional career advancement opportunities. As part of a Growth Equity consortium that owns dozens of similar companies, high performers have a clear path to executive positions. Your success at ExpensePoint could position you for CTO or other leadership roles across our portfolio.

What We Offer

• Competitive compensation package including equity
• Opportunity to build cutting-edge systems from the ground up
• Collaborate with a profitable company that values both innovation and stability
• Collaborative environment focused on growth and excellence
• Flexible work arrangements
• Leading benefits – dental, life, health and vision insurance, RRSP match, hybrid work

If you're excited about transforming expense management through technology innovation and leading a talented engineering team, we'd love to hear from you.

ExpensePoint is an equal opportunity employer committed to building a diverse team.