Jobs in Canada

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Added 22 mins ago
H
Harveys - Hourly Supervisor
Harvey's
Toronto, ON · Etobicoke, ON
- Full-time
…atmosphere is warm, welcoming and feels like home. We work as a team and help each other succeed. Our Managers are hands-on and our team works together to deliver the Perfect Guest…
Added 22 mins ago
AF
Client Service Representative - Calgary Brentwood Village (Part-Time)
ATB Financial
Calgary, AB
- Part-time
At ATB, we exist to make it possible for our clients, team members and communities. Our purpose is more than aspirational. It's a real commitment we live every day through our values (what…
Added 22 mins ago
HT
Material Handler
Husky Technologies
Bolton, ON
- Full-time
…an ambitious growth strategy that means exceptional career development opportunities and a chance to be a part of a team that is the best in the world at what we do. APPLY TODAY – join the…
Added 22 mins ago
HT
Buyer (Contract)
Husky Technologies
Bolton, ON
- Full-time
Husky TechnologiesTM offers a wealth of opportunity for personal growth and development. Most importantly, Husky Technologies TM offers an opportunity to work with – and be challenged by –…
Added 37 mins ago
IP
Senior Engineer, Rotating Equipment, Heartland Petrochemical Complex
Inter Pipeline
AB · Strathcona County, AB
- Full-time
At Inter Pipeline, we are building a team of innovators and problem solvers with diverse backgrounds and skill sets. We cultivate opportunities to get to know each other better and…
Added 37 mins ago
SM
Experienced Underground Diamond Driller
Swick Mining Services
Sudbury, ON · Greater Sudbury, ON
- Full-time
…technical innovation, high-quality drilling delivery and a team culture where people are supported, recognized and given opportunities to…
Added 37 mins ago
HT
Manufacturing Engineer (Contract)
Husky Technologies
Bolton, ON
- Full-time
Husky TechnologiesTM offers a wealth of opportunity for personal growth and development. Most importantly, Husky Technologies TM offers an opportunity to work with – and be challenged by –…
Added 37 mins ago
HT
Test Engineering Technologist - Process Packaging
Husky Technologies
Bolton, ON
- Full-time
Husky TechnologiesTM offers a wealth of opportunity for personal growth and development. Most importantly, Husky Technologies TM offers an opportunity to work with – and be challenged by –…
Added 37 mins ago
J
Bilingual Sales Ops Specialist
Jobgether
Canada
- Full-time
…also contribute to reporting, operational improvements, and team development while ensuring accuracy and timely execution across all sales activities. This is an excellent opportunity for a…
Added 37 mins ago
HT
Master Data Mgmt Analyst
Husky Technologies
Bolton, ON
- Full-time
Husky TechnologiesTM offers a wealth of opportunity for personal growth and development. Most importantly, Husky Technologies TM offers an opportunity to work with – and be challenged by –…
Added 37 mins ago
HT
Test Engineering Technologist
Husky Technologies
Bolton, ON
- Full-time
Husky TechnologiesTM offers a wealth of opportunity for personal growth and development. Most importantly, Husky Technologies TM offers an opportunity to work with – and be challenged by –…
Added 37 mins ago
HT
Senior Financial Analyst - Corporate Accounting
Husky Technologies
Bolton, ON
- Full-time
Husky TechnologiesTM offers a wealth of opportunity for personal growth and development. Most importantly, Husky Technologies TM offers an opportunity to work with – and be challenged by –…
Added 37 mins ago
HT
Software Validation Technologist
Husky Technologies
Bolton, ON
- Full-time
Husky TechnologiesTM offers a wealth of opportunity for personal growth and development. Most importantly, Husky Technologies TM offers an opportunity to work with – and be challenged by –…
Added 37 mins ago
HT
Financial Manager - PLM (Product Line Mgmt)
Husky Technologies
Bolton, ON
- Full-time
Husky TechnologiesTM offers a wealth of opportunity for personal growth and development. Most importantly, Husky Technologies TM offers an opportunity to work with – and be challenged by –…
Added 37 mins ago
HT
PD Software for Service
Husky Technologies
Bolton, ON
- Full-time
Husky TechnologiesTM offers a wealth of opportunity for personal growth and development. Most importantly, Husky Technologies TM offers an opportunity to work with – and be challenged by –…
Added 37 mins ago
HT
Advanced Applications Blow Molding Specialist
Husky Technologies
Bolton, ON
- Full-time
Husky TechnologiesTM offers a wealth of opportunity for personal growth and development. Most importantly, Husky Technologies TM offers an opportunity to work with – and be challenged by –…
Added 37 mins ago
HT
Director, Finance (CSM)
Husky Technologies
Bolton, ON
- Full-time
Husky TechnologiesTM offers a wealth of opportunity for personal growth and development. Most importantly, Husky Technologies TM offers an opportunity to work with – and be challenged by –…
Added 37 mins ago
Senior Android Infrastructure Software Developer
Google
Waterloo, ON
5 years of experience with software development in one or more programming languages.
Added 52 mins ago
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Senior Go/Kubernetes Engineer - Core/Infra - Elasticsearch
Elastic
Canada
- Full-time
You will be a strong individual contributor on the team but you will also contribute to and lead cross team projects. We need someone who has great design skills, who can work at a low…
Added 52 mins ago
E
Senior Java Engineer - Core/Infra - Elasticsearch
Elastic
Canada
- Full-time
You will be a strong individual contributor on the team, but you will also contribute to and lead cross-team projects. We need someone who has great design skills, who can work at a low…
Added 52 mins ago
E
Senior Go/Kubernetes Engineer - Core/Infra - Elasticsearch
Elastic
Canada
- Full-time
You will be a strong individual contributor on the team but you will also contribute to and lead cross team projects. We need someone who has great design skills, who can work at a low…
Added 52 mins ago
E
Senior Java Engineer - Core/Infra - Elasticsearch
Elastic
Canada
- Full-time
You will be a strong individual contributor on the team, but you will also contribute to and lead cross-team projects. We need someone who has great design skills, who can work at a low…
Added 52 mins ago
GO
Senior Policy Advisor
Government of Yukon
Whitehorse, YT
- Full-time
Our team is high-performing, with many opportunities to lead important files and to work collaboratively with other team members and partners in our department, government and outside of…
Added 52 mins ago
TH
Clinical Research Project Coordinator, Child Health Evaluative Sciences
The Hospital for Sick Children
Toronto, ON
- Full-time
…healthcare centres in the world. As innovators in child health, we lead and partner to improve the health of children through the integration of healthcare, leading-edge research and…
Added 52 mins ago
SH
Cook III- SL Van Oct 2026
SE Health
Vancouver, BC
- Full-time
…tuition support, ongoing training and mentorship. Our leadership team is available 24/7 to help you practice to full scope and deliver excellent care. With diverse roles and locations…

FutureSight

Co-Founder & CEO - InsurTech | AI-Native Insurance Brokerage

Canada

Full-time

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Job details

Job type: Full-time
Posting language: English
Posted: Nov 3, 2026

Original job description

The Opportunity

FutureSight is seeking a Co-Founder & CEO to lead Keystead, an AI-native insurance brokerage venture. This is a co-founder partnership with meaningful founder equity, not a salaried executive role.

Keystead is an insurance brokerage built for the small businesses traditional brokers can't afford to serve. AI agents run the full workflow, from intake and multi-carrier quoting to binding and certificates of insurance, with licensed agents stepping in where judgment matters. Keystead starts with the businesses that need proof of coverage again and again, such as contractors, event vendors, and product brands selling into retail. For these owners, a certificate that takes days to arrive can cost them the job. Keystead issues it in minutes, explains coverage in plain language, and re-shops the market at every renewal.

Market Context

Roughly 35M small businesses in the US are underserved by a broker model built for larger accounts. Across the US and Canada, small business insurance represents a $6.2B commission pool. About $4.5B of that comes from businesses that already carry commercial insurance. Digital buying is proven, with the leading digital insurer serving more than 750K small businesses. The multi-carrier, servicing-first model remains open.

About FutureSight

FutureSight is a leading venture builder that co-creates world-class software companies with values-driven entrepreneurs from inception to exit. We are a team of founders, operators and designers with experience successfully bringing software to market at scale.

You’ll co-create with a proven venture building team, led by John Carbrey (4x entrepreneur, $100M ARR), Krista LaRiviere (3x exited, E&Y Top Women Entrepreneur), Alan Smith (Strategyzer co-founder, $120M in products built), Prathna Ramesh (former MD of Maple Leaf Angels, $275M in follow-on capital), and Johnny Tong (0-to-1 builder, acquired by SAP and Stripe) bring a rare combination of operator exits, institutional investing, and AI product depth.

The Partnership

Founder equity with meaningful ownership from inception
Pre-seed capital committed by FutureSight for early hires and MVP development, with potential for follow-on funding
Venture building resources, including embedded design, engineering, growth, and fundraising support from day one
Investor and advisor network across insurtech and early-stage capital markets
A true co-creation model in which you operate as CEO with FutureSight’s cross-functional team as your partner

What You’ll Own

As Co-Founder & CEO, you will set the venture's direction and lead execution.

Strategy - Refine the ICP, pricing model, and product positioning
Customer Development - Lead pilots with small business owners in certificate-heavy verticals, convert them to bound policies, and build the go-to-market motion
Product - Partner with the FutureSight product and engineering team to ship V1 and iterate on user feedback
Capital - Lead the seed raise, supported by FutureSight's network and traction
Team - Recruit and lead the founding team, and establish the cultural foundation of the company

Co-Founder Profile

Previous founding experience at a venture-backed company
Demonstrated success in B2B SaaS go-to-market, including sales and customer engagement
Fundraising fluency, with the ability to develop investor narratives and close capital
Proven ability to attract, develop, and retain top talent
Clear-eyed understanding of the risks and demands of co-founding a venture-backed company
Direct exposure to commercial P&C insurance distribution, such as agency, brokerage, MGA, or insurtech experience, ideally with carrier relationships or a producer license

How To Apply

Please submit your resume, LinkedIn profile, and a brief note on why this venture aligns with your goals as a founder. We will move quickly for the right candidate.

FutureSight is committed to diversity, equity, and inclusion. We welcome applicants of all backgrounds and experiences.

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More about this job

Responsibilities

Set Keystead’s strategic direction, refine its target customer, pricing, and positioning, and lead customer pilots through policy binding and go-to-market development. Partner with FutureSight to build and iterate on the product, raise seed capital, and recruit and lead the founding team.

Requirements

Candidates should have prior founding experience at a venture-backed company, a record of B2B SaaS go-to-market success, fundraising fluency, and the ability to attract and retain talent. Direct experience in commercial P&C insurance distribution - such as agency, brokerage, MGA, or insurtech work - is sought, ideally with carrier relationships or a producer license.

Skills

Venture Founding
B2B SaaS Go-to-Market
Sales
Customer Development
Fundraising
Investor Relations
Insurance Brokerage
Carrier Relationships
Product Strategy
Pricing Strategy
Market Positioning
Team Building
Talent Development
Leadership
AI Product Development

Benefits

Founder Equity
Pre-Seed Capital
Venture-Building Resources
Design, Engineering, Growth, and Fundraising Support
Investor and Advisor Network

Visa sponsorship

Not detected in the job text

Keywords

InsurTech
AI-Native Insurance Brokerage
Small Business Insurance
Commercial P&C Insurance
Insurance Distribution
Insurance Agency
Managing General Agent
Carrier Relationships
Producer License
B2B SaaS
Go-to-Market
Customer Development
Ideal Customer Profile
Pricing Model
Product Positioning
Customer Pilots
Policy Binding
Certificates of Insurance
Multi-Carrier Quoting
AI Agents
Product Development
Seed Fundraising
Venture Building
Team Building
Market Research
Insurance Renewals

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