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Head of Engineering

At Jobscan, we’re passionate about empowering job seekers to land more interviews with AI technology. We have helped millions of job seekers get more interviews in 100+ countries. Jobscan’s platform benefits job seekers, employers, universities, and communities. We're a fast-growing remote startup. We are completely customer-funded without VC investments, profitable, and growing exponentially. Without investor pressure, we can be even more customer-focused. You get the stability you need while being a part of an accelerating startup.


We’re looking for a Head of Engineering who thrives as a player-coach—someone who can lead at a high level while staying hands-on when needed.


This role isn’t just about managing engineers—it’s about leading, strategizing, and executing. You’ll help scale the engineering team, optimize processes, and drive technical innovation, all while ensuring alignment with the company’s business goals. You’ll work closely with the CEO, product, and leadership team to shape the future of our platform, but also dive into code, debug critical issues, and guide engineers through complex challenges when necessary.


As our Engineering Leader, you will:


Align engineering strategy with company goals to fuel Jobscan’s growth.

Collaborate cross-functionally to drive business outcomes—not just code.

Lead by example as a hands-on technical expert and mentor.

Scale a high-performing, remote engineering team and culture.

Ensure reliable, high-quality product delivery while managing tech debt.


These attributes and experiences will make you stand out:


Have led engineering teams through rapid growth at a startup (2 → 15+ engineers).

Balance strategic leadership with hands-on technical depth.

Bring 10+ years building customer-facing web apps and deep cloud (AWS) expertise.

Thrive in fast-paced environments and communicate clearly across functions.

Are excited by AI, and familiar with modern stacks like PHP/Laravel, Vue, or Python.


Challenges:


We're a fast growing organization operating in an ever changing technical landscape. Constant innovation is an imperative and facing technical challenges with a positive, guiding demeanor is crucial in establishing trust with the existing engineering team and company leadership.


Interview Process

Here is what you can expect for our interview process:


1. Call with our recruiting team (30 minutes)

2. Interview with Head of People (1 hour)

3. Interview with CEO (1 hour)

4. Interview with Senior Engineers (1 hour)

5. Final interview with CEO (1 hour)


The base salary range for this role is $200,000 – $250,000 CAD, depending on experience, skills, and qualifications. Final compensation may also include equity, performance incentives, and benefits. The range is intended to be a starting point. Total compensation will be determined based on a variety of factors, including your experience, expertise, and alignment with the role.


Benefits

-  Remote work - we trust you to get your work done and make it to your meetings👩‍💼👨‍💼

-  Competitive salary + stock options - you should have a piece of what we're building here🏗️

-  Flexible schedule - we make it easy to take care of the important things, like your family and health👪👩‍⚕️

-  Unlimited PTO + Canadian Holidays + Paid Sick Days -  we want our employees to have time to care for their personal wellness and mental health💆‍♀️💆

-  Wellness stipend - use for yoga class, gym membership, or anything that improves your personal wellness🧘‍♀️

- $1000 home office stipend, education stipend, internet stipend

-  Apple computer provided

Bi-annual company retreats

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CEO of Jobscan
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James Hu
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What You Should Know About Head of Engineering, Jobscan

At Jobscan, we’re all about empowering job seekers to land more interviews through smart AI technology, and we’re on the lookout for a Head of Engineering to drive that mission! Based in Vancouver, BC, Canada, this role is perfect for a passionate leader who can balance strategic direction with hands-on execution. You’ll collaborate closely with our CEO and product teams, not just steering the ship but also diving into the code when fish gets tricky. We're a profitable, customer-funded startup with a commitment to innovation and a fantastic remote culture. In your role, you’ll be responsible for scaling a dynamic engineering team, optimizing our development processes, and ensuring our tech aligns with Jobscan's growth goals. With over ten years of experience building web applications and a knack for modern stacks like PHP/Laravel or Python, you will guide our team through complex technical challenges and foster a culture of excellence. You’ll also lead by example, addressing tech debt, delivering high-quality products, and ensuring the engineering team has everything it needs to thrive in a fast-paced environment. If you thrive under pressure, love technical challenges, and have a strong vision for scaling engineering teams, we want to hear from you. Join us, and let’s make a difference together!

Frequently Asked Questions (FAQs) for Head of Engineering Role at Jobscan
What are the responsibilities of the Head of Engineering at Jobscan?

As the Head of Engineering at Jobscan, your responsibilities include aligning engineering strategies with company goals, managing and scaling a high-performing remote engineering team, collaborating cross-functionally to influence business outcomes, and leading by example as a hands-on technical expert. You'll also oversee product delivery while keeping an eye on tech debt.

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What qualifications are required for the Head of Engineering position at Jobscan?

Candidates applying for the Head of Engineering role at Jobscan should have at least 10 years of experience in building customer-facing web apps, deep expertise in cloud technologies like AWS, and successful experience leading engineering teams during rapid growth. Familiarity with modern development stacks such as PHP/Laravel, Vue, or Python is beneficial.

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How does Jobscan support remote work for the Head of Engineering?

Jobscan promotes a trusting remote work environment for the Head of Engineering role, allowing you the flexibility to manage your schedule while delivering results. This includes the opportunity to work from anywhere while ensuring effective communication with your team and leadership.

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What is the expected salary range for the Head of Engineering at Jobscan?

The Head of Engineering position at Jobscan offers a competitive salary range of CAD $200,000 to CAD $250,000, depending on your experience, skills, and qualifications. Compensation may also include equity, performance incentives, and additional benefits.

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What benefits does Jobscan offer for the Head of Engineering role?

Jobscan offers a diverse range of benefits for the Head of Engineering, including remote work flexibility, competitive salary with stock options, unlimited PTO, wellness stipends, and a home office stipend. We value your work-life balance and personal wellness!

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Common Interview Questions for Head of Engineering
How would you describe your leadership style as a Head of Engineering?

When discussing your leadership style, emphasize your ability to lead by example while remaining hands-on. Share experiences where your leadership directly contributed to the success of a team or project, highlighting your focus on collaboration and communication.

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Can you provide an example of how you scaled an engineering team?

In your response, describe specific strategies you implemented for team scaling, such as hiring processes, mentoring programs, or technology adoption. Use metrics to illustrate the impact of your actions, showing your ability to manage growth effectively.

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What approaches do you take in aligning engineering projects with company goals?

Discuss your methodologies for understanding broader business goals and translating them to engineering priorities. Share examples of past projects where you successfully aligned technical efforts with strategic objectives, illustrating your understanding of the business context.

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How do you manage technical debt in your teams?

Explain your approach to identifying and prioritizing technical debt in the engineering workflow. Be ready to share past experiences where you've effectively communicated the importance of addressing tech debt and balancing it with feature development.

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What steps do you take to foster a collaborative culture in a remote engineering team?

Articulate practices you’ve implemented that enhance communication and teamwork in a remote setting, such as regular check-ins, collaborative tools, or team-building activities. Share how these practices have positively affected past teams.

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How do you stay updated with the latest trends in technology?

Highlight specific methods you use to keep abreast of tech trends, such as attending industry conferences, participating in online courses, or reading relevant publications. Sharing your passion for continuous learning can resonate well with interviewers.

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Can you describe a challenging technical problem you've solved?

Walk the interviewer through a specific technical issue you faced. Outline the challenges, the solution you implemented, and the outcome, demonstrating your problem-solving abilities and technical expertise.

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What strategies do you use to develop your engineering team's skills?

Illustrate your commitment to professional development by sharing methods you've used, such as training programs, mentorship collaboration, or encouraging team members to pursue certifications, reinforcing the importance of continuous learning.

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How do you approach debugging in a high-pressure environment?

Discuss your systematic approach to debugging under pressure, emphasizing how you prioritize issues, collaborate with your team, and maintain clear communication to resolve problems efficiently while ensuring minimal disruptions.

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What do you think is the most critical factor for success in the Head of Engineering role at Jobscan?

Share insights on the significance of alignment with company goals, the role of mentorship in building strong teams, and the impact of technical expertise on driving innovation, reflecting how these elements contribute to your vision for success in this role.

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Full-time, remote
DATE POSTED
April 2, 2025

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