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Engineering Manager (Remote - Canada)

About Us:

Our mission at Wrapbook is to increase the prosperity of the project economy. A significant shift has occurred within the workforce recently and 50M Americans are now engaged in freelance or project-based work.  The popularity of project based employment has introduced flexibility for both employers and employees but also added complexities from a compensation and administrative standpoint.  Our vertical fintech platform enables companies to seamlessly onboard, pay and insure their workforces.

We’re building the best product for the entertainment industry but operate in a 50B market and have big goals we want to achieve.  With legacy competition slow to react and over 30M raised from Andreessen Horowitz, Equal Ventures, Uncork Capital,  Jeffrey Katzenberg and CAA co-founder Michael Ovitz, we are at an exciting stage of growth and there isn’t a better time to join!

The Opportunity – Engineering Manager (Remote - CANADA)

We are looking for an Engineering Manager who will play an influential role in driving our mission to build an outstanding technology company. As an Engineering Manager II, you will leverage your established technical know-how and commitment to individual growth to build high performance teams that will be successful in delivering products. Your extraordinary technology skills will help you guide your teams through complex and ambiguous environments towards simple and elegant implementations.

Strong communication and interpersonal skills allow you to effectively influence an organization. You will also be responsible for building technical roadmaps with the team based on new problem spaces and greenfield business opportunities.

What you'll Do:

  • Building high quality and fault tolerant products along with an inclusive team environment

  • Work on problems with your team, roll up your sleeves, form an opinion and advocate for engineering-specific roadmap items

  • Work with cross-functional partners in product, design, research, business development, operations, and go to market teams to build secure, compliant, and seamless onboarding and lifecycle experiences for companies and workers

  • Be a technical influencer across the company and empower your team to do their best work

  • Provide technical direction through technical design reviews, and pair programming

  • Grow the team both through internal development and helping with external hiring

  • Advocate for quick iterative development accompanied by experimentation analysis

What you’ll Have:

  • Over 1 year of proven leadership skills and management experience

  • Technical expertise in one or more relevant areas, particularly the design, implementation and maintenance of web services and/or infrastructure

  • Proven ability to lead complex projects with multiple stakeholders

  • Experience building and successfully growing development teams

  • A commitment and drive for quality, technical excellence and results

  • Experience designing and developing backend systems

  • Experience working with Scrum or Agile team

Our Tech Stack:

  • Full stack Ruby on Rails (Frontend & Backend)

  • StimulusJS

  • Redis

  • Sidekiq

  • PostgreSQL

  • Kubernetes

Why Join Us:

At Wrapbook, creativity meets technology — and not just in the product.

In addition to a competitive salary and all the benefits you can expect from a fast-growing technology company, you’ll get access to a team of creative problem solvers and the chance to see your contributions make large impacts Benefits include:

  • Unlimited Paid Time Off

  • Work from anywhere in Canada and USA

  • Health and Dental benefits

  • Up to $1,500 USD/ $2,025 CAD towards IT set up for your home

  • Up to 2% matching RRSP / 401K

  • Learning and Development opportunities

  • Up to $50 USD/ $67.50 CAD towards Internet/Cell phone service

Our Pledge to Fostering an Inclusive and Safe Workplace:

Wrapbook pledges to be a harassment- and discrimination-free space for everyone, regardless of age, disability, ethnicity, gender identity or expression, nationality, neurotype, personal appearance, political affiliation, professional background, race, religion, or sexual identity or orientation.

Apply Now

Have we got your attention? Submit your application today and a member of our Talent team will be in touch with you shortly!

#LI-Remote

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What You Should Know About Engineering Manager (Remote - Canada), Wrapbook

Wrapbook is on the lookout for a talented Engineering Manager (Remote - Canada) to help propel our mission to enhance the prosperity of the project economy. With the significant rise in project-based employment and the complexities it brings, we're building a fintech platform designed to streamline how companies onboard, pay, and insure their workforce. As an Engineering Manager II, you’ll be at the forefront of our technology initiatives, forging high-performance teams that thrive in delivering exceptional products. Your technical expertise will guide your teams as they navigate through intricate challenges, always leaning towards clean and effective solutions. Collaborating closely with product, design, and development teams, you’ll influence the engineering roadmap, advocate for quality practices, and mentor your team members to reach their fullest potential. In this role, you’ll cultivate an inclusive team culture that promotes experimentation and rapid development cycles. If you're ready to make an impact in a fast-growing, innovative company that is reshaping the entertainment industry, Wrapbook is the perfect place for you. Join us, and let's revolutionize the project economy together while you enjoy the flexibility of working remotely anywhere in Canada!

Frequently Asked Questions (FAQs) for Engineering Manager (Remote - Canada) Role at Wrapbook
What are the responsibilities of the Engineering Manager at Wrapbook?

As the Engineering Manager at Wrapbook, your main responsibilities include building high-quality, fault-tolerant products, guiding teams through complex development environments, and collaborating with cross-functional partners. You'll be pivotal in defining technical roadmaps and ensuring the team is equipped to deliver successful outcomes.

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What qualifications do I need to apply for the Engineering Manager position at Wrapbook?

To be a strong candidate for the Engineering Manager position at Wrapbook, you'll need over a year of proven leadership experience and solid technical expertise in web services design and implementation. Experience in Agile methodologies and a track record of leading multi-stakeholder projects are crucial for success in this role.

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What is the tech stack used by the Engineering team at Wrapbook?

Wrapbook's Engineering team utilizes a robust tech stack that includes Full Stack Ruby on Rails for both frontend and backend development, along with StimulusJS, Redis, Sidekiq, PostgreSQL, and Kubernetes. Familiarity with these technologies will help you excel as an Engineering Manager.

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What benefits does Wrapbook offer to its Engineering Manager?

Wrapbook provides an attractive benefits package that includes unlimited paid time off, health and dental coverage, support for IT setup costs, matching retirement plans, and learning opportunities. Plus, the flexibility to work from anywhere in Canada is a key advantage in this position!

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How does Wrapbook promote an inclusive workplace for its Engineering Manager role?

Wrapbook is committed to fostering an inclusive and safe workplace, pledging to be harassment- and discrimination-free for all employees. This commitment extends to the Engineering Manager role, ensuring a respectful environment where diverse perspectives are valued and encouraged.

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Common Interview Questions for Engineering Manager (Remote - Canada)
Can you describe your experience leading engineering teams as an Engineering Manager?

When answering this question, share specific examples of past leadership roles where you managed teams, highlighting your methods for fostering collaboration and innovation while driving project success.

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How do you approach technical roadmaps and prioritizing tasks?

Explain your process for creating technical roadmaps, emphasizing how you integrate team input, alignment with business goals, and continuous feedback loops into your approach to prioritize tasks effectively.

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What strategies do you utilize to manage complex engineering projects?

Discuss your project management strategies, such as breaking down tasks into manageable parts, using Agile methodologies, and ensuring good communication among team members to keep projects on track.

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How do you foster an inclusive team environment in your previous roles?

Share examples of initiatives or policies you implemented to encourage inclusivity, such as organizing team-building activities, promoting open communication, or creating forums for team members to share ideas.

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Describe an instance where you dealt with a technical challenge in a team. How did you resolve it?

Provide a concrete example detailing the challenge, your role in guiding the team through the resolution process, and the outcome. Be sure to highlight your problem-solving skills and collaborative approach.

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What is your experience with Agile methodologies, and how do you implement them in your team?

Talk about your familiarity with Agile methodologies, giving specific examples of how you've implemented Agile practices like Scrum or Kanban in your past teams to optimize workflow and productivity.

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How do you measure the success of your engineering team?

Explain your criteria for measuring team success, which may include delivery timelines, quality of output, team morale, and alignment with company goals. Emphasize data-driven approaches alongside qualitative assessments.

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What is your approach to mentoring and developing team members?

Discuss the importance of mentorship and describe your strategies for supporting individual growth, such as regular feedback sessions, personalized development plans, or advocating for continuous learning opportunities.

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Can you provide an example of a product you've successfully brought to market?

Highlight a specific product you worked on, detailing your role in the process, the challenges faced, how you addressed them, and the eventual success of the launch.

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What do you believe are the key qualities of a successful Engineering Manager?

Articulate your views on the essential qualities of an Engineering Manager, such as effective communication, technical expertise, leadership abilities, and a commitment to fostering an inclusive and innovative team culture.

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Wrapbook is an American company that offers a smart, intuitive platform that makes production payroll and accounting easier, faster, and more secure.

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Full-time, remote
DATE POSTED
April 8, 2025

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