Head of Engineering (Remote, Canada)

At Collective[i], we value diversity of experience, knowledge, backgrounds and people who share a commitment to building a company and community on a mission to help people be more prosperous. We recruit extraordinary individuals and provide them the platform to contribute their exceptional talents and the freedom to work from wherever they choose. Our company is a wonderful place to learn and grow alongside an incredible and tenacious team.    Collective[i] was founded by three entrepreneurs with over $1B of prior exits. Their belief in the power of Artificial Intelligence to transform life as we know it and improve economic outcomes at massive scale drove the decision to invest over $100m in the company which has created a state-of-the-art platform for prosperity that helps companies generate sales and people expand their professional connections. In the last decade, Collective[i] has grown into a powerful community of scientists, engineers, creative talent and more, working together to help people succeed in business. 

We are looking for a visionary Head of Engineering to lead and scale our talented engineering team. In this role, you will drive the development of innovative, user-focused product features while ensuring our application and network are highly available, scalable, and secure. Your leadership will shape the future of Collective[i]’s technology, empowering businesses to thrive with cutting-edge AI-powered solutions. This is an opportunity to make a meaningful impact, inspire a high-performing team, and advance our mission to help people and companies prosper.

Responsibilities:

• Lead and inspire Frontend, Backend, Data Engineering, and Infrastructure teams, cultivating a collaborative and high-performing culture
• Recruit, develop, and manage top engineering talent to drive excellence
• Design and implement scalable, secure, and high-quality systems to support growth
• Partner with Product teams to shape and execute the technology roadmap
• Stay ahead of emerging technologies to ensure innovation and competitive advantage
• Oversee engineering budgets, ensuring resources are optimized effectively

Qualifications

• Provide technical guidance to team leads on architecture and design decisions
• Manage, mentor, and communicate business and performance objectives effectively to a large team
• Demonstrate strong communication skills and collaborate seamlessly with business, product, and development teams
• Thrive under time-sensitive delivery deadlines while maintaining high-quality outcomes
• Foster a team-player mentality with a strong sense of ownership and pride in delivering impactful work

Technical Requirements

• Progressive engineering leadership experience in enterprise or analytical software development
• Expertise in AI/ML systems and their practical applications
• Proven experience with agile methodologies, Test-Driven Development (TDD), and Continuous Delivery (CD)
• Mastery of modern web programming standards and microservices architecture; strong knowledge of React, Angular, NodeJS, and Python
• Hands-on experience with cloud computing infrastructure (e.g., AWS, GCP) and scalable, distributed system design

Compensation range for this role if located in Canada.$340,000—$415,000 CAD  In addition to the salary range listed above, total compensation also includes generous equity and benefits.

• Medical, dental, and vision insurance for you and your family
• Mental health and wellness support
• 401(k) plan
• Unlimited time off and location-based holidays
• Paid parental leave
• Work from home set up reimbursement

Collective[i] is on a mission to help people and companies prosper. Backed over 20 patents and developed by a team of world renowned entrepreneurs, engineers, scientists, and business leaders, Collective[i] is an Economic Foundation Model (“EFM”) that studies how the world does business. Collective[i]’s advisors include a world renowned economist, the former Vice Chair of the Federal Reserve, founders of Comcast, Instagram, MySQL, and former executives from Tesla, NewsCorp, USANetworks, and others.    Harnessing insights from more than a decade of data collection, our EFM has been trained on trillions of dollars of data to unearth successful buying and selling patterns. With Collective[i], any person or company can plug in their own data and receive customized insights that help them maximize economic opportunity and adapt to changing market conditions.   Founded and managed by the early teams behind LinkShare (purchased for $425m) and Overstock (NASDAQ:OSTK), Collective[i] is a private 100% remote company.   Our core values help shape our culture: We are curious. We are direct. We deliver. We succeed together. We strive for the extraordinary. If you enjoy a challenge, thrive in an innovative environment and welcome the opportunity to work with amazing humans operating on the bleeding edge of technology, Collective[i] is the place for you.     Recent press: Forbes: Stephen Messer: Amazon Missed The AI Boom  CNBC: Harvard professor on A.I. job risks: We need to upskill ad update business models  ZDNet: Why open source is essential to allaying AI fears     Information about the founders: Tad Martin Stephen Messer Heidi Messer