Director, Ai - C$170,200 - C$178,200 A Year
Safe SoftwareEast York, CanadaFull-time
Director of AI to lead strategic initiatives, integrate AI, and drive innovation across all divisions, reporting to the CEO. Show more
Director of Product, AI (Remote Canada or US)TOOLBX • Toronto, ON, Canada
Director of Product, AI (Remote Canada or US)
TOOLBX • Toronto, ON, Canada
30+ days ago
Job type
- Full-time
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.
Create a job alert for this search
Director of Product, AI (Remote Canada or US) • Toronto, ON, Canada
Similar jobs
VP Product Development
GlassRatner Canadarichmond hill, york region, CanadaFull-time
Vice President of Product Development.Glass Ratner’s Private Equity Practice partnered with a rapidly growing, design‑forward Canadian owned consumer goods company to hire a Vice President of Produ... Show more
Director Of Product, Data Flywheel - $200,000 - $245,000 A Year - Remote
Serve RoboticsEast York, CanadaRemote
Full-time
Lead the development and roadmap for an Autonomy Data Flywheel, defining requirements and ensuring data quality for AI and other teams.Requires experience in data infrastructure for AV/Robotics and... Show more
Innovative Product Director Overseeing Insightful Solutions
KIMARU TalentToronto, ON, CAFull-time
Elevate product offerings by leading strategic initiatives that resonate with customer needs.Spearhead the development of new insights-based products to drive significant business growth.In this st... Show more
Director of Product, AI (Remote Canada or US)
TOOLBXToronto, ON, CARemote
Full-time
Toolbx · Product · Full-time · Remote (USA or Canada) · Reports to VP.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... Show more
Senior Director, Platform Product — Ai & Core Services - C$255,000 A Year
LatticeEast York, CanadaFull-time
Seeking a Senior Director of Product to lead platform vision and product development, with a competitive salary and benefits. Show more
Senior AI Product Manager — Remote (Canada)
M-FilesToronto, ON, CARemote
Full-time
A leading document management firm is seeking a Senior Product Manager to lead the development of AI capabilities.This position involves defining AI product strategy, leading diverse teams, and opt... Show more
Director, Product
AutoTrader.caToronto, ON, CAFull-time
We are TRADER, a Canadian leader in digital automotive solutions.AutoSync,Dealertrack Canada and Collateral Management Solutions (CMS).Canadians buy, sell, and finance vehicles with confidence.Euro... Show more
EA Senior Director, Product Development
Electronic Arts Inc.Toronto, ON, CAFull-time
Transform data solutions for Electronic Arts as the Senior Director of Product Management.Work from Montreal or Toronto, embracing a hybrid or remote model in this leadership role.As a key influenc... Show more
Director of Platform Product Management
CUJO AI®Toronto, ON, CAFull-time
Become a key leader in product management at CUJO AI as the Director of Platform Product Management, operating entirely remotely across the US, UK, and Canada.Focus on bridging Cloud and Firmware d... Show more
Director of AI Solutions Program Execution
ODAIAToronto, ON, CAFull-time
Become the Director of Program Delivery at RBC, leading transformative AI initiatives as part of a $1 billion strategy.Drive large-scale programs across diverse applications like fraud detection an... Show more
Director of AI Engineering – Generative AI & Autonomous Systems (10033) Toronto, Canada
Extreme Networkstoronto, on, CanadaFull-time
At our Extreme, we create effortless networking experiences that empower people and organizations to advance.This role requires a proven leader who combines technical depth with organizational visi... Show more
Director of Product Marketing: AI & SaaS Growth
VoicesToronto, ON, CAFull-time
A leading voice technology firm in Toronto is seeking a Director of Product Marketing to craft go-to-market strategies and lead a small team.This role involves guiding product positioning and messa... Show more
Litera Senior Director, Lito Product Strategy
Litera GroupToronto, ON, CAFull-time
Advance your career with Litera as a Senior Director leading the Lito platform in Toronto.Innovate in the legal tech space utilizing AI technologies in a hybrid working model.As the Senior Director... Show more
Director Of Product Analytics — Ai-Driven Strategy Leader - C$204,000 - C$299,999 A Year
A leading software companyToronto County, CanadaFull-time
Lead analytics strategy and reporting for a software company, influencing product direction with actionable insights.Requires team management and executive stakeholder collaboration. Show more
Director of Product Strategy for ISR Solutions
Kepler CommunicationsToronto, ON, CAFull-time
Drive innovation at Kepler Communications as Director of Product for Platform, Payload & Services.Focus on ISR solutions, enhancing connectivity for commercial and defense sectors.As a key leadersh... Show more
Product Design Director - AI Focus
Diagramtoronto, on, CanadaFull-time
Become Baselane’s Product Design Director, spearheading AI-first design projects in Toronto.Drive strategic vision and manage a team to enhance financial service solutions.This role at Baselane req... Show more
Director of Foundations Product Design Role
ClioToronto, ON, CAFull-time
Join Clio as the Director of Foundations Product Design, aiming to redefine user engagement in legal AI industries with innovative design methodologies.In this key leadership role, the Director of ... Show more
Blurb.fm Product Director Role
BlurbToronto, ON, CAFull-time
Take the helm of product direction at Blurb.This remote position focuses on leading product strategy and optimizing workflows for high-performance content solutions.You will drive the product visio... Show more
Director of Product, Gaming (New Products)
MozillaToronto, Ontario, CanadaFull-time
Why Mozilla? Mozilla Corporation is the non‑profit‑backed technology company that has shaped the internet for the better over the last 25 years.We make pioneering brands like Firefox, the privacy‑m... Show more