Jobs in Canada

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Added 25 mins ago
SP
DevOps Architect (CAN)
Salesforce Partner Canada
Toronto, ON
- Full-time
…volumes and critical demands while balancing technical and enterprise-level…
Added 25 mins ago
FI
Senior AI Solutions Lead
Flexstaf I.T. Inc.
Regina, SK
- Contract
Seeking a hands-on Senior AI Solutions Lead to independently deliver AI initiatives, working with business stakeholders from discovery and prioritization through architecture, production…
Added 25 mins ago
O
Lead AI Developer
OpenText
Waterloo, ON
- Full-time
We’re looking for a Lead Automation & AI Developer to build intelligent, scalable solutions that automate IT operations, reduce manual effort, and improve reliability. You’ll lead hands-on…
Added 25 mins ago
O
Lead AI Developer
OpenText
Mississauga, ON
- Full-time
We’re looking for a Lead Automation & AI Developer to build intelligent, scalable solutions that automate IT operations, reduce manual effort, and improve reliability. You’ll lead hands-on…
Added 25 mins ago
O
Lead AI Developer
OpenText
Richmond Hill, ON
- Full-time
We’re looking for a Lead Automation & AI Developer to build intelligent, scalable solutions that automate IT operations, reduce manual effort, and improve reliability. You’ll lead hands-on…
Added 1 hour ago
H
Azure Databricks Architect
HabileLabs
Toronto, ON
- Contract
Habilelabs is seeking an experienced Lead Architect with strong expertise in Microsoft Azure, Databricks, and modern Data & AI platforms. This role will design and deliver scalable, secure,…
Added 1 hour ago
J
Founding Product Lead - B2B2C Insurtech
Toronto, ON
- Full-time
We're looking for a Founding Product Lead to help shape this product from its earliest stages. You'll work directly with the founding team and enterprise partners to define the product,…
Added 1 hour ago
4S
Senior Databricks Platform Architect / Lead
49 Solutions
Ottawa, ON
- $150,000 to $250,000 CAD / year
- Contract
Candidates must hold a valid and active Government of Canada Reliability, Secret or Top Secret security clearance
Added 1 hour ago
4S
Senior Databricks Platform Architect / Lead
49 Solutions
Remote, Canada
- $150,000 to $250,000 CAD / year
- Contract
- Remote
Candidates must hold a valid and active Government of Canada Reliability, Secret or Top Secret security clearance
Added 2 hours ago
D
Senior Manager, Training
Docker
Remote, Canada
- Full-time
- Remote
…personally building the first learning paths and standing up the platform, and you will grow into leading a team as the Training function…
Added 2 hours ago
S
Lead Platform Architect/Architecte Responsable des Plateformes (Montreal)
Slalom
Montreal, QC
- Full-time
Candidates must live within a reasonable commuting distance of Slalom’s Montreal office
Added 2 hours ago
K
Senior Web Developer (Full Stack)
Klick
Toronto, ON
- Full-time
Lead development of production web applications and supporting server-side services using modern HTML, CSS, JavaScript/TypeScript, APIs, and server-side technologies, from initial…
Added 2 hours ago
C
Power BI Developer
Capgemini
Toronto, ON · Greater Toronto Area, Canada
- Full-time
Role Summary requires 2 to 3 days per week in North York, Ontario
Added 2 hours ago
TT
Senior DevOps Platform Engineer - Investment Banking
Tech Talent International
Montreal, QC
- $90,000 to $100,000 CAD / year
- Full-time
We are seeking an experienced CI/CD Platform Engineer to support, maintain, and enhance enterprise Software Factory services and tools.
Added 2 hours ago
MI
Data Governance Lead , Canada
Mondelēz International
Toronto, ON · Business Unit Head Office Gladstone - Toronto, Canada
- Full-time
Join our Mission to Lead the Future of Snacking. Make It With Pride.
Added 3 hours ago
SS
Purchasing Specialist
StackTeck Systems Ltd.
Concord, ON
- Full-time
…the optimization of our procurement processes during our new Enterprise Resource Planning (ERP) system implementation. You will analyze existing workflows, eliminate inefficiencies, and…
Added 3 hours ago
M
Sr. Director, HR Global Operations
McKesson
Mississauga, ON
- Full-time
Set cross-functional priorities with HR Technology and enterprise teams while functional leaders define detailed requirements and lead implementation within their disciplines.
Added 3 hours ago
S
AVP, Agentic Development
Sunlife
Toronto, ON
- Full-time
Reporting to the VP, Chief Data & Analytics Officer, the AVP, Agentic Development leads the enterprise organization responsible for agentic AI strategy, engineering, platforms and adoption.…
Added 3 hours ago
SQ
AVP, Security Domain Enterprise Architecture
Sunlife Québec
Montreal, QC
- Full-time
Lead and develop the Security Architecture team, with accountability for performance, coaching, succession planning, and the skills required to support enterprise priorities.
Added 3 hours ago
MP
Senior Cyber Security Engineer - IAM
Michael Page
Toronto, ON · Greater Toronto Area, Canada
- $115,000 to $125,000 CAD / year
- Full-time
Responsible for leading major IAM platform transformation, shaping enterprise security strategy, driving Zero Trust adoption, and leading identity, cloud, network, data protection, and AI…
Added 3 hours ago
FM
Quality Supervisor- Future Model
Ford Motor Company
Ottawa, ON
- Full-time
Lead enterprise-wide defect prevention initiatives across future vehicle programs.
Added 4 hours ago
AI
ServiceNow Implementation Architect
Avanciers Inc.
Toronto, ON
- $120,000 to $140,000 CAD / year
- Full-time
Consulting & Governance: Lead customer workshops, guide cross-functional processes (ITSM, ITOM, CSDM, HR/Finance flows), manage license scope, and confidently push back or explain…
Added 4 hours ago
VH
Director, Developer Platform and AI Transformation
Verily Health
Waterloo, ON
- Full-time
The Director of Developer Platform and AI Transformation will lead Verily’s developer platform and enterprise AI enablement strategy. In this role, you will own the tools and infrastructure…
Added 4 hours ago
SL
AVP, Security Domain Enterprise Architecture
Sun Life
Toronto, ON · Montreal, QC · Sun Life Toronto One York
- Full-time
Lead and develop the Security Architecture team, with accountability for performance, coaching, succession planning, and the skills required to support enterprise priorities.
Added 4 hours ago
SL
AVP, Security Domain Enterprise Architecture
Sun Life
Toronto, ON · Montreal, QC · Sun Life Toronto One York
- Full-time
Lead and develop the Security Architecture team, with accountability for performance, coaching, succession planning, and the skills required to support enterprise priorities.

Founding Product Lead - B2B2C Insurtech

Toronto, ON, Canada

Full-time

Apply on jobs.lever.co

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Job details

Job type: Full-time
Posting language: English
Posted: Nov 11, 2026

Original job description

About Simple Ventures

Simple Ventures is a Canadian venture studio building the next generation of great Canadian companies.

Our thesis is simple: Canada is overlooked and under-appreciated. We identify compelling business opportunities from around the world and partner with exceptional operators to build and scale them in Canada.

We're backed by leading Canadian founders and operators, including leaders behind Wealthsimple, Shopify, Ada, and more.

The Opportunity

Working alongside one of Canada's leading insurers, we're building a new platform with the potential to reach millions of consumers.

Insurance is one of Canada's largest and most established industries, yet much of the customer experience remains fragmented, reactive, and underserved by modern technology. Advances in AI create an opportunity to move beyond one-off transactions toward intelligent, personalized experiences that anticipate people's needs and help them take action.

We're looking for a Founding Product Lead to help shape this product from its earliest stages. You'll work directly with the founding team and enterprise partners to define the product, design and test early experiences, and turn what works into a scalable platform.

This isn't a traditional product role. You won't just manage a roadmap or coordinate engineering teams. You'll be hands-on in shaping the experience, building prototypes, and shipping new capabilities, with real ownership over what gets built and how it evolves.

What You'll Do

Work directly with enterprise partners: Translate business needs and stakeholder feedback into practical product decisions, balancing partner requirements with what consumers actually want.
Build and ship product: Take ideas from concept to working product, rapidly prototyping, testing, and improving consumer-facing experiences and supporting tools.
Shape the product experience: Design intuitive, engaging experiences that simplify complex processes and give users compelling reasons to return.
Build with AI: Use modern development tools to accelerate execution, and ensure the resulting experiences are useful and reliable.
Run experiments and pilots: Get products into users' hands, learn from their behaviour, and use real-world feedback to determine what to build next.
Connect product and operations: Design the workflows and supporting systems that make the end-to-end customer experience work, not just the interface.
Own product priorities: Help define the roadmap, make thoughtful trade-offs, and measure whether what we're building is creating meaningful value.

Who You Are

You're a builder. You've taken products 0 → 1 and enjoy being directly involved in creating things, not just managing their development.
You have strong product and design instincts. You can turn complicated problems into simple, intuitive experiences and care deeply about the details.
You're AI-native. You actively use tools like Claude Code, Cursor, or Codex to prototype, build, and work faster. You're excited by what emerging technology makes possible.
You're technically fluent. You understand how software gets built, can work effectively with engineers, and ideally have experience shipping working products yourself.
You understand users and businesses. You can speak with customers, collaborate with senior stakeholders, and turn competing needs into clear product decisions.
You move quickly. You're comfortable testing imperfect ideas, learning from real feedback, and iterating rather than waiting for perfect information.
You're resourceful and independent. You thrive in early-stage environments where there isn't a playbook and are comfortable taking ownership from problem to solution.

Bonus: Experience with mobile products, AI-powered applications, B2B2C platforms, or building products alongside enterprise customers.

This is perfect for someone ready to move beyond managing someone else's roadmap and eager to lead product at a new venture from the ground up.

Why Join Now

Large commercial opportunity: Help develop and validate a new product alongside established industry partners.
Build from the ground up: Join at a stage where you can meaningfully shape the product, the technology, and the company.
Real ownership: Make product decisions, build, experiment, and see the direct impact of your work.
AI-native development: Use emerging tools and technologies to build faster and rethink what's possible.
Strong backing: Work alongside Simple Ventures and its network of experienced founders and operators.

\n\n

Apply on jobs.lever.co

More about this job

Responsibilities

You will lead the product development from concept to launch, working directly with enterprise partners to build and scale a new platform. This involves hands-on prototyping, defining the product roadmap, and designing intuitive user experiences powered by AI.

Requirements

The ideal candidate is a builder with proven experience taking products from 0 to 1 and strong technical fluency. You must be comfortable working in an early-stage environment, possess deep product design instincts, and be proficient with modern AI-native development tools.

Skills

Product Management
Prototyping
AI-native development
Software development
User experience design
Stakeholder management
B2B2C platforms
Mobile products
Technical fluency
Product strategy
Roadmap planning
Experimentation
Data-driven decision making
Cross-functional collaboration
Agile methodology

Visa sponsorship

Not detected in the job text

Keywords

Insurtech
Product Lead
Venture Studio
AI
Claude Code
Cursor
Codex
Prototyping
B2B2C
Product Roadmap
User Experience
Software Engineering
Startups
Enterprise Partners
Product Design
Mobile Applications
Experimentation
Product Strategy
0 to 1
Scalable Platform

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Work requirements

Jobs in Canada