Head of Engineering



Software Engineering
Toronto, ON, Canada
Posted on Thursday, March 23, 2023
About Us
#paid is a creator marketing platform that sits at the intersection of brand and creator collaboration. We help direct-to-consumer and Fortune 500 brands like Infiniti, TJX, Unilever, and Sephora, activate creators to drive growth.
We are building the platform of record that powers content creation and distribution for brands globally. The better we do that, the better we can serve our creator community and provide them with the best place on earth to do what they love—create.
The Role
As Head of Engineering, you thrive on launching products and delivering high value features to our users. You will do this by helping drive the strategic direction of the organization, oversee Platform Engineering and Security & Privacy, and build a highly productive team of software developers. You will also establish a Security & Privacy office adhering to compliance and regulatory standards.

Role Overview

  • Build & foster a highly productive team of Software Developers, with a secure & scalable Software Architecture that serves the business & customer needs
  • Build a culture of excellence and develop processes and systems to scale up our engineering org, consistently shipping high value releases to our users
  • Continue investing in modernizing Platform Technology to match the newly established Architecture Standards and product technology vision
  • Establish a Security & Privacy office that serves employees & customers interests and adheres to compliance and regulatory standards

Leadership Responsibilities

  • Hire & recruit Engineering talent across the business
  • Work closely with leadership team to advise and support on growing our teams, including helping to create structure, frameworks, and best practices
  • Participate in the leadership team weekly meeting, and quarterly & annual planning, to ensure alignment, accountability, and achievement of target
  • Reviewing team pay banding and insuring our pay strategy is competitive
  • Manage, lead, inspire, and coach the Engineering talent across the business
  • Help ensure an equitable organization that values inclusion, diversity, and belonging
  • Collaborate with Finance on operating budgets
  • Collaborate with Sales, Marketing, Product, and Customer Success teams to ensure smooth delivery of product features and enhancements
  • Communicate to investors, including Board meetings and due diligence
  • Help with due diligence and process implementations for a potential acquisition or IPO

Technology Responsibilities

  • Facilitates communication into and out of the team with end-users and other stakeholders
  • Fosters a culture of documentation and knowledge sharing within their team and other teams in collaboration with other business stakeholders
  • Fosters a culture of clear, concise, effective, audience-oriented communication on their team, ensuring teammates actively listen to others and are understood
  • Maintain sufficient documentation for Scientific Research and tax incentive programs and ensure timely annual completion
  • Drive a culture of innovation, technical excellence, and continuous improvement within the engineering organization

Platform Engineering Responsibilities

  • Delivery of the technical and product roadmaps
  • Design structure of team in conjunction with Head of Product
  • Balance business needs and iteration on the platform with legacy technical debt to ensure high value delivery
  • Tactically participate in code reviews, troubleshooting software bugs, and other technical issues as needed
  • Design and maintain platform hosting, cloud, and architectural strategy
  • Evaluate opportunities for technical advancement of the infrastructure to improve overall reliability and observability.
  • Oversee the development and execution of scalable and secure platform architecture, ensuring optimal performance, reliability, and extensibility

Product Responsibilities

  • Ensure harmony with between Product & Engineering teams
  • Provide guidance and support to the Product team where you can improve process or strategy
  • Make sure the Engineering team and Product team are working smoothly together to ship: Good, Fast, Secure, and Cheap
  • Participate in Product Strategy discussion and planning to represent cross-departmental technology concerns

Security & Privacy Responsibilities

  • Refine the Platform’s approach to security and privacy based on the organization's security and privacy strategy.
  • Actively promote best practices for security within the architectural reviews and technical implementation of new features
  • Act as the Security Officer for the business to meet regulatory requirements
  • Put process and procedures in place to make sure we are compliant with the level of security required
  • Ensure security best practices are applied when it comes to company data, customer data, and creator data
  • Be responsible for internal policies around data sharing and information access
  • Ensure privacy standards are being met, in accordance with the law, for all global markets we operate in
  • Ensure all activities are in compliance with applicable rules, regulations, policies, and procedures

Our Tech Stack

  • For designing and documenting APIs (we use Node.js, Fastify, OpenAPI Spec)
  • Front-end development (ES2019 JavaScript, React, CSS)
  • Back-end development (we use Node.js)
  • Database engines (we use PostgreSQL, Redis)
  • Senior-level knowledge of client-side testing best practices and tooling (we use Tap, Jest)
  • React and Redux


  • Masters degree in Computer Science or related field
  • 8 years working in a technological role
  • At least 5 years of experience in a leadership role, with a proven track record of scaling engineering teams in fast-paced, high-growth environments
  • Deep understanding of modern technology stacks, architecture patterns, and best practices for building scalable, secure, and reliable systems
  • Advanced technological skill set and a demonstrated history with technology
  • Strong knowledge of security and privacy regulations, standards, and best practices (e.g., GDPR, CCPA, SOC 2, ISO 27001)
  • Exceptional team management skills
  • Excellent verbal and written communication
  • Ability to delegate efficiently
  • Extensive industry knowledge with an eye towards the future
  • A creative problem solver, able to make quality decisions while managing multiple teams
  • Excellent communication and interpersonal skills, with the ability to effectively collaborate with cross-functional teams and articulate complex technical concepts to both technical and non-technical stakeholders
  • A passion for innovation, continuous learning, and staying up-to-date with the latest industry trends

Why choose #paid

  • We are a group of passionate and thoughtful people working together to fundamentally change the way brands are built, while empowering creators to make a living doing what they love
  • We are growing quickly! Plus, #paid is the second-highest-rated platform on the popular G2 Crowd software review website
  • We have all the fun perks you’d expect—flexible vacation policy, competitive vision, dental, and health benefits, team lunches, and socials (yes, even remotely!)
  • We are proud of our culture and care about it deeply—we live by our team values and are always trying to make #paid a better company today than it was yesterday
  • We encourage learning, growth, continuous improvement, and provide the freedom to experiment
  • Equal Employment Opportunity
Equal Employment Opportunity
#paid is an equal opportunity employer and as such, we do not discriminate on the basis of race, colour, religion, sex, sexual orientation, gender identity, national origin, age, disability, or any other characteristic protected by applicable laws.
We are dedicated to growing a diverse team of highly talented individuals and creating an inclusive environment where everyone feels empowered to bring their best and authentic selves to work.
If you require any accommodations during the recruitment process, whether it be alternate forms of material, accessible meeting rooms, etc., please let us know and we will work with you to meet your needs.