AI Automation Engineer
Aspire Software is seeking an AI Automation Engineer to join our growing team in Canada!
About The Role
Aspire Software is looking for an AI Automation Engineer, someone who can design, build, and ship AI agents that either transform how our portfolio companies operate or become standalone products our customers pay for.
This is not a research role. You will be embedded directly inside Aspire Software, working alongside portfolio company teams, understanding their operations, and building AI agents that handle real work: customer service, sales outreach, onboarding, documentation, and more. Some of what you build will replace manual workflows within Aspire’s portfolio companies. Some of it will become new revenue-generating products sold to their customer bases. Either way, it ships to real users.
Here is a little window into our company: Aspire Software is an operating group of Valsoft Corporation, a long-term investor in vertical market software businesses. Valsoft acquires and operates software companies with a permanent ownership mindset, emphasizing autonomy, disciplined growth, and long-term value creation. Aspire partners with and operates vertical market software businesses globally, enabling them to scale sustainably while maintaining entrepreneurial independence.
The successful candidate will be based anywhere in Canada, working in a remote work model!
What Your Day Will Look Like
Build Internal AI Agent Teams
- Design and deploy AI agents that handle operational work across Aspire Software and its portfolio companies, including customer support tiers 1 and 2, SDR and sales outreach, onboarding automation, content and marketing workflows, and engineering maintenance
- Measure impact in hours of labor replaced or team output increased
- Work directly with portfolio company operators to identify the highest value automation opportunities
- Develop new AI-powered products such as vertical voice agents, AI copilots, workflow automation tools, and AI documentation systems tailored to Aspire’s vertical markets
- Own the product from prototype through launch, including reaching first paying customers
- Move fast from idea to MVP to production
- Run beta tests with real users, gather feedback, and improve continuously
- Collaborate cross-functionally with product, engineering, and go-to-market teams
What You Bring
- Proven track record of building products, tools, projects, startups, or side projects that went live
- Strong working knowledge of AI and machine learning tools, large language models, and agent frameworks
- Ability to go from zero to functional prototype quickly
- Comfort with ambiguity. You will often be defining the problem as much as the solution
- Bias toward action over planning
- Experience building AI agents, voice agents, or workflow automation
- Background in vertical SaaS or B2B product development
- Familiarity with the security industry
- Previous startup or founder experience
- Experience working across multiple product lines or business units
- A bachelor's degree in Artificial Intelligence, Software Engineering, Computer Science, Robotics, Mechanical Engineering or a similar discipline
- You build things that ship to real customers, not internal tools that collect dust
- High ownership. You define what gets built and how
- Growth path tied to the impact you create, whether that is scaling an internal AI operation or launching a product that becomes its own business unit
- Base Salary: Competitive
- Variable Compensation: High-upside, performance-driven pay tied directly to the value you create — structured as a percentage of internal cost savings from AI agent deployments and incremental revenue from new AI products. The more impact you drive, the more you earn
- Benefits: Health coverage and a dedicated building budget for APIs, tools, and infrastructure
- If you're energetic, scrappy, and ready to build something exceptional from the ground up, we would love to hear from you
- Your resume
- A short note (5–10 sentences) describing the first AI agent you would build if you started tomorrow, and why
We thank all applicants for their interest; however, only those candidates selected for an interview will be contacted.
About the company
Company website•Software Development
Aspire Software is a global software investment and operating company focused on acquiring, building, and scaling exceptional vertical market software businesses.
As an operating group of Valsoft Corporation, Aspire partners with mission-critical software companies serving specialized markets around the world. Our goal is to help these businesses achieve sustained, long-term growth while continuing to lead their respective markets.
What sets Aspire apart is our operator-led and innovation-driven approach. We work closely with founders and management teams to strengthen operations, accelerate product innovation, and unlock new growth opportunities. A key pillar of this strategy is AI-driven transformation, infusing artificial intelligence across our portfolio to enhance products, automate workflows, and create smarter, more valuable solutions for customers.
Aspire operates through a decentralized model, allowing each company to maintain its entrepreneurial culture and market expertise while benefiting from shared capabilities, global scale, and access to AI innovation and operational best practices.
Today, Aspire Software is home to a rapidly growing global portfolio of high-performing software companies, united by a common ambition: to build category-leading software businesses powered by innovation, AI, and long-term vision.