AI Automation Engineer

AI Automation Engineer

Aspire Software is seeking an AI Automation Engineer to join our growing team in Toronto!

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.

Aspire Software Overview 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 within commutable distance of our office in Toronto, working in a hybrid 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

Build External AI Products

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

Ship and Iterate

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

About You 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

Nice to Have

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

Why Join Aspire Software

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

Compensation

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

Ready to Build With Us?

If you’re energetic, scrappy, and ready to build something exceptional from the ground up, we would love to hear from you

Required

Your resume

A short note (5–10 sentences) describing the first AI agent you would build if you started tomorrow, and why

For information about

Aspire Software , please visit our website at www.aspiresoftware.com

We thank all applicants for their interest; however, only those candidates selected for an interview will be contacted.

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