Director of Product, AI (Remote Canada or US)

TOOLBX; Toronto; Remote; CAD 120,000 - 160,000; Full time

Job summary

Baubot is seeking a Director of Product to drive the product roadmap and manage AI product development. The ideal candidate will lead a small team and ensure outcomes through collaboration with engineering and design. This role is fully remote, allowing candidates from USA or Canada to apply.

Responsibilities include defining product strategy, executing hands-on features, and owning AI workflow systems. Candidates need 8+ years in product management with strong communication skills and a bias for action.

Qualifications

• 8+ years in product management, ideally in B2B SaaS or vertical software platforms.
• Hands-on with AI product development and capable of ship trustworthy AI features.
• Strong discovery instincts and frequent customer communication.

Responsibilities

• Own the product roadmap and platform strategy across various areas.
• Lead execution from concept to launch, including automation.
• Manage and develop 2-3 PMs while removing blockers.

Skills

Product management

AI product development

Integration fluency

Communication skills

Team leadership

Job description

Director of Product, AI

Toolbx · Product · Full-time · Remote (USA or Canada) · Reports to VP

The Role

We’re looking for a Director of Product who leads from the front. You’ll own the roadmap, the execution, and the outcomes. You’ll also run discovery calls with dealers, prototype solutions, and tackle complex integration problems with AI agents and automation. This player‑coach role has no need for a professional manager.

You’ll report directly to the VP of Strategy & Partnerships and manage a small product team, collaborating with cross‑functional groups across engineering, customer success, design, and commercial. You’ll be measured on product velocity and outcomes, not headcount.

What You’ll Own

• Product roadmap & platform strategy: Define and drive the roadmap across Toolbx’s core platform, ordering, payments, catalog, integrations, and AI capabilities.
• Hands‑on execution: Lead discovery, prototype solutions, and ship features from concept to launch, including automation of the product development cycle.
• AI product development: Own the AI‑powered ordering automation (AIOA) product surface and guide it from early‑stage to core product.
• Integration & ecosystem depth: Own the ERP integration strategy across our dealer ecosystem.
• Team leadership: Manage and develop 2 – 3 PMs, providing clarity and removing blockers.
• Cross‑functional alignment: Partner closely with engineering, customer success, sales, and design, making decisions when perspectives clash.
• Product operations & AI workflows: Design and maintain product operating systems, including AI‑assisted workflows for feature requests, competitive monitoring, and roadmap communication.

What We’re Looking For

• 8+ years in product management, with meaningful time in complex B2B SaaS or vertical software platforms.
• 3+ years managing PMs, growing people rather than just shipping features.
• Track record of owning outcomes, with metrics that improved due to your decisions.
• Hands‑on with AI product development, able to ship trustworthy AI features.
• Experience building AI‑assisted workflows for team operations.
• Integration fluency, navigating ERP or complex third‑party ecosystems.
• Strong discovery instincts, frequent customer communication.
• Exceptional written communication; clear specs and executive updates.
• Bias for action; comfortable with ambiguity and decision‑making.
• Systems thinker focused on optimizing product‑engineering workflows.
• Flexibility to travel regularly to customers.

Nice to Have

• LBM or distribution familiarity.
• Mobile‑first product experience.
• Vertical SaaS or industry cloud background.
• Early‑stage product leadership experience.
• Experience at a company undergoing AI transformation.