Software Engineering Lead

Pitstopconnect; Toronto; On-site; CAD 80,000 - 120,000; Full time

Job summary

An innovative startup is seeking a Staff Software Engineer to shape the future of fleet maintenance technology. In this role, you'll lead the design and development of scalable software solutions, leveraging AI and data-driven insights to enhance operational efficiency. You'll collaborate with cross-functional teams, mentor engineers, and introduce new technologies to optimize our platform. This is an exciting opportunity to work in a fast-paced environment, tackling complex data challenges while making a significant impact in the industry. Join us in redefining fleet maintenance through cutting-edge technology and innovation.

Benefits

Competitive salary

Stock options

Comprehensive benefits

Autonomy and growth opportunities

Qualifications

• 8+ years of software engineering experience with backend or full-stack development.
• Strong problem-solving skills and ability to lead technical projects.

Responsibilities

• Lead design and development of high-performance software solutions.
• Mentor engineers and optimize system performance for real-time monitoring.

Skills

Python

Node.js

Go

NLP

AI prompt engineering

SQL

React

Cloud platforms (AWS, GCP, Azure)

Microservices architecture

Event-driven systems

Large-scale data processing (Kafka, Spark)

Job description

Pitstop is a data-driven startup revolutionizing fleet maintenance technology. Our AI-powered platform provides predictive insights that help fleet managers reduce downtime, optimize maintenance schedules, and improve operational efficiency. We work with some of the largest fleets in North America, leveraging data science and machine learning to drive smarter maintenance decisions.

We are looking for a Staff Software Engineer to play a key role in shaping the future of our technology stack. As a senior technical leader, you will drive architectural decisions, mentor engineers, and build scalable solutions that power predictive fleet maintenance at scale.

What You’ll Do

• Lead the design and development of high-performance, scalable software solutions for our fleet maintenance platform.
• Architect and implement systems that process large-scale vehicle data, applying AI/ML-driven insights.
• Collaborate closely with product managers, designers, and data scientists to build intuitive, impactful features.
• Mentor and provide technical guidance to a team of engineers, fostering a culture of best practices and continuous improvement.
• Optimize system performance, ensuring reliability and efficiency in real-time vehicle monitoring and predictive maintenance.
• Evaluate and introduce new technologies to enhance our platform’s capabilities and maintainability.

What We’re Looking For

• 8+ years of experience in software engineering, with expertise in backend or full-stack development.
• Skills/experience should include NLP, AI prompt engineering, SQL, React.
• Strong proficiency in Python, Node.js, or Go (or similar languages) and experience with modern frameworks.
• Hands-on experience with cloud platforms (AWS, GCP, or Azure) and distributed systems.
• Deep understanding of microservices architecture, API design, and event-driven systems.
• Experience working with large-scale data processing (Kafka, Spark, or similar technologies is a plus).
• Strong problem-solving skills and a passion for building high-impact software products.
• Ability to lead technical projects and mentor engineers in best practices.

Why Join Us?

• Opportunity to build and lead the transformation of an AI-driven platform at an enterprise level.
• Work with cutting-edge technologies and complex real-world data challenges.
• A fast-paced startup environment with autonomy and growth opportunities.
• Competitive salary, stock options, and comprehensive benefits.

Join us in redefining fleet maintenance with AI and data-driven insights. Apply today!