Software Development Manager

Job Title: Software Development Manager
Business Unit: ASPEN by Charter

Location: Toronto
Travel Required: Maximum up to 15% travel across North America

Company Summary

ASPEN by Charter is a leading provider of all-in-one dealership management software, helping equipment dealerships across North America run more efficiently, increase profitability, and scale with confidence. With over 40 years of industry experience, our platform and integrated solutions streamline sales, service, parts, rentals, reporting, and customer engagement from a single, connected system. Part of Constellation Software, ASPEN delivers mission-critical solutions trusted by hundreds of dealerships across agriculture, rural lifestyle, construction and golf & turf industries, enabling them to simplify operations and achieve long-term growth.

Position Summary

The Software Development Manager will lead a growing team of developers, focusing on building and enhancing market-leading software products for specialty dealerships. The role involves both management and hands-on technical work, with a focus on cloud-based and on-premises solutions.

Key Responsibilities

• Build a customer-centric R&D organization with teams focused on core applications, performance improvement, and OEM integrations
• Spend approximately 60% of time managing and 40% coding/technical troubleshooting
• Ensure the best technology, development tools, and processes are in place for an efficient team
• Drive best practices for all R&D processes including product delivery, rollout, feedback, and communication
• Mentor and increase team members’ knowledge/skills to reduce dependency on any single individual
• Train and onboard new team members
• Create a sense of urgency around product delivery
• Track and continuously improve throughput of each team
• Implement DevOps systems, including CI/CD, automated testing and QA best practices

Required Qualifications

• At least 5 years’ experience in managing and mentoring a development team
• Experience managing remote employees
• Experience with cloud-based applications and Microsoft Azure
• Analytical and customer-focused
• Ability to recognize and build a strong team
• Ability to develop people
• Receptive to criticism and ideas
• Strong communicator

Competencies

• Leadership and team building
• Technical expertise in VB.net, C#, Cloud and on-premises architectures
• Process improvement and DevOps
• Communication and mentoring

Applicants with disabilities who would like to require a reasonable accommodation related to any part of the application process may contact us at Perseus_HR@constellationhbs.com.