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:

1. Align engineering strategy with company goals to fuel Jobscan’s growth.
2. Collaborate cross-functionally to drive business outcomes—not just code.
3. Lead by example as a hands-on technical expert and mentor.
4. Scale a high-performing, remote engineering team and culture.
5. Ensure reliable, high-quality product delivery while managing tech debt.

These attributes and experiences will make you stand out:

1. Have led engineering teams through rapid growth at a startup (2 → 15+ engineers).
2. Balance strategic leadership with hands-on technical depth.
3. Bring 10+ years building customer-facing web apps and deep cloud (AWS) expertise.
4. Thrive in fast-paced environments and communicate clearly across functions.
5. 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