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OT
Manager, Finance Data Analytics & Insights
Ontario Teachers' Pension Plan
Toronto, ON
- Full-time
…initiatives. In conjunction with the Managing Director and/or Senior Manager, actively work on DA&I initiatives and coordinate with Finance teams and other departments/divisions in OTPP to…
Added just now
HA
Fundraising Officer - Western Ontario
Human Appeal
ON · Mississauga, Ontario
- Full-time
- Contract
- Temporary
Applying candidates must have the legal authorisation or right to work in the designated work location/duty station
Added 14 mins ago
DI
Senior Android Mobile Developer
Dawn InfoTek
Toronto, ON
- Contract
We are currently seeking a highly skilled Senior Android Developer / Android Development Lead to join our dynamic team and support one of our major banking clients.
Added 14 mins ago
VC
Sourcer / Junior Recruiter
VetCare Canada
Remote, Canada
- $65,000 to $75,000 CAD / year
- Full-time
- Remote
…Registered Veterinary Technologists/Technicians (RVTs) to our senior recruiters. You will partner closely with our internal recruiting team as your primary stakeholders, handling screening…
Added 14 mins ago
J
Founding Product Lead - B2B2C Insurtech
Toronto, ON
- Full-time
You understand users and businesses. You can speak with customers, collaborate with senior stakeholders, and turn competing needs into clear product decisions.
Added 14 mins ago
A
Ingénierie en Chef - Systèmes avion (train d’atterrissage, freins, air, carburant) / Chief Engineering - Aircraft Systems (Landing Gear, Brakes, Air, Fuel)
Airbus
Montreal, QC · Mirabel, QC
- Full-time
Added 14 mins ago
4E
Senior Salesforce Marketing Cloud Engineer
407 ETR
Woodbridge, ON
- Full-time
Position Title: Senior Salesforce Marketing Cloud Engineer
Added 15 mins ago
FE
Senior Java Developer
Future Electronics
Kirkland, QC
- Full-time
We are seeking an experienced and highly skilled Senior Java Developer to join our dynamic team. The ideal candidate will have a strong background in Java development, with expertise in…
Added 29 mins ago
MC
Lead Associate Pastor
Mission Creek Alliance Church
Kelowna, BC
- Full-time
Senior Leadership & Ministry Systems (~15%): Serve alongside the Lead Pastor in key decisions about vision, direction, and staffing; build systems that make ministry effective, including…
Added 29 mins ago
Z
Senior Media Planner
Zenith
Toronto, ON
- Full-time
As a Senior Media Planner at Zenith you are an important member of a broader Strategy team, which pursues and activates against meaningful human insights with the goal of driving measurable…
Added 29 mins ago
LA
Senior Investigator - Banking and Securities - Hybrid or Remote Outside GTA
Life After Law
Toronto, ON
- Full-time
This is an exciting opportunity for a Senior Investigator in Banking and Securities at a well-established organization that offers work-life balance. It is an excellent opportunity for a…
Added 29 mins ago
OC
Senior Consultant
Odgers Canada
Toronto, ON
- Full-time
We are seeking a Senior Consultant based in our Toronto office to join our national service delivery team supporting our executive search business. You will join a large, collaborative team…
Added 29 mins ago
UC
Senior Accounts Payable Clerk
Urbandale Corporation
Ottawa, ON
- $50,000 to $60,000 CAD / year
- Full-time
…plazas, office buildings, and land development. As a major land developer, home builder and owner/builder of rental communities and commercial properties, our company has left its imprint…
Added 29 mins ago
EW
Gestionnaire de projet sénior / Senior Project Manager
Evolving Web
Montreal, QC
- Full-time
Capacité démontrée à comprendre les projets de développement Web, les applications et les concepts techniques
Added 29 mins ago
IF
Senior Software Developer (Software Development CL & SL)
Intact FC
Montreal, QC
- Full-time
We are looking for an experienced and collaborative Senior Software Developer to join our growing team!
Added 29 mins ago
M
Energy & GHG Management Specialist
Metrolinx
Canada
- Full-time
…updates, and progress reports on energy and GHG performance up to senior leadership and executive management levels of the organization, and interdepartmental steering committees to ensure…
Added 29 mins ago
S
Senior Environmental Coordinator
Stelco
Hamilton, ON
- Full-time
…monitoring contractor/vendor safety in support of work efforts. This senior-level role will take ownership of environmental projects and programs from planning through to completion and is…
Added 29 mins ago
Manager, Corporate Financial Management & Reporting | Great West
The Canada Life Assurance Company
Winnipeg, MB · London, ON · Toronto, ON
…quarterly and annual external reporting, working closely with senior Finance leadership, business segments and other stakeholders across the organization. The role combines hands-on…
Added 29 mins ago
Lead Service/Experience Designer
NTT DATA Services
Halifax, NS
…client engagement while building the practice alongside our Senior…
Added 29 mins ago
Risk Operations and Visibility Manager
University of Toronto
Toronto, ON
In-depth knowledge of Information Security controls applicable for web applications, cloud, IoT, mobile applications, networks, and servers
Added 29 mins ago
PG
Senior Planner, Media Planning
Publicis Groupe Holdings B.V
Toronto, ON
- Full-time
As a Senior Planner at Zenith you are an important member of a broader Strategy team, which pursues and activates against meaningful human insights with the goal of driving measurable…
Added 44 mins ago
MI
Senior Applications Engineer – AMR Solutions & Deployment
Magna International
Aurora, ON
- Full-time
Magna New Mobility is seeking a Senior Applications Engineer, AMR Solutions & Deployment to lead the technical solutioning, deployment, and optimization of Autonomous Mobile Robot (AMR)…
Added 44 mins ago
MF
Plan Manager
Mackenzie Financial Corporation
Toronto, ON · Greater Toronto Area, ON
- Other
…self-starter to join us as a Plan Manager. Reporting to the Senior Manager of Operations, you will provide operational guidance and direction at all levels of the organization on registered…
Added 44 mins ago
D
Senior Manager, Training
Docker
Remote, Canada
- Full-time
- Remote
Docker has been one of the most loved brands in developer tooling, trusted by more than 20 million monthly users and over 20 billion container image pulls. From solo founders to the world's…
Added 44 mins ago
AG
IT Support Technician
Artemis Gold - Blackwater Project
Prince George, BC
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Ability to maintain high levels of performance over 12-hour shift

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