Head of Platform & Infrastructure Engineering

ASHBY; Toronto; On-site; CAD 180,000 - 240,000; Full time

Job summary

Ashby, Inc. is seeking an Engineering Leader to own performance and reliability across Platform & Infrastructure. You will shape a long-term vision, expand the team, and align with Product Engineering for fast, scalable delivery.

You will also oversee monitoring, incident response, and vendor relationships while shaping how we hire and develop managers. This role spans the Americas to Europe and requires strong communication and cross‑functional collaboration.

Qualifications

• Led high-growth engineering orgs and made high‑quality decisions under pressure.
• Designed interviews and hiring processes; led interview strategy.
• Collaborated across Product Eng, Product, Sales, and Support.
• Knowledge of platform & infrastructure tech, networking, and hardware.

Responsibilities

• Build and maintain a long-term vision and 6-month roadmap for Platform & Infrastructure.
• Grow the Platform & Infrastructure team; hire ICs and managers, plan headcount.
• Foster strong relationships with Product Engineering to enable fast, reliable delivery.
• Assess and improve monitoring and incident management processes and uptime metrics.
• Manage vendor relationships and pricing for hosting and observability tools (AWS, ClickHouse, Datadog, Braintrust).
• Manage leaders; hire a manager within 6 months and potentially build a DevEx team.

Skills

Leadership

Hiring & interviews

Cross-functional collaboration

Kubernetes & infra knowledge

Networking & hardware knowledge

Technical communication

Job description

Hi, I’m Abhik, Ashby’s Co-Founder and CTO. Ashby is growing fast, which means exponential growth across every product metric: jobs, applications, interviews, you name it. We’re not slowing down, and as a result, keeping Ashby performant and reliable is a company priority. We need your leadership to do that now and in the future.

We’ve already assembled a fantastic Platform & Infrastructure team of 11 engineers (all Senior+, >70% Staff), and they’ve done an excellent job handling our growth, but the management and leadership of Platform & Infrastructure have been diffused across our Engineering leaders. As we hit our next level of scale, it’s time for us to hire an Engineering leader responsible for performance and reliability, and for building out the team that ensures those. Hopefully, that’s you!

The Role

In this role, you will report directly to me, and your responsibilities will include:

• Building and maintaining a long-term vision and 6-month roadmap for Platform & Infrastructure.

• Growing the Platform & Infrastructure team. You’ll hire ICs, managers, and build out a headcount plan. This will include determining if more specialized roles need to be established (e.g., DB Admin).

• Building and maintaining an excellent relationship with Product Engineering. The ideal state is that Product Engineering can move incredibly fast independently without breaking performance or reliability, and Platform & Infrastructure doesn’t feel like they’re always cleaning up someone else’s “mess.” Today, there’s a great relationship, but there’s always room for improvement!

• Assessing and improving our monitoring and incident management process. Again, we’re doing relatively well here, but there’s always room to improve. For example, making uptime measurement easier and improving coordination with Support during incidents.

• Maintaining vendor relationships and negotiating pricing for our critical hosting and observability infrastructure, including AWS, ClickHouse, Datadog, and Braintrust. They have a meaningful impact on gross margin and need to be kept in check.

• You’ve managed managers. Managing other leaders is a very different ball game, and not everyone enjoys it or thrives in it. Within your first 6 months, you’ll most likely have to hire a manager underneath you.

• If you have experience managing developer experience and developer tools, building out a dedicated team for DevEx. If you don’t have experience here, DevEx will report into Product Engineering. Happy to discuss once we meet!

A big part of our secret sauce is how we run Engineering. We achieve incredible speed and quality by discarding many industry norms and being optimistic about Engineers. We consider what makes exceptional Engineers exceptional, then figure out how to hire them and build an environment that gives them the freedom and agency to be exceptional. You’ll be a key leader in ensuring that continues!

The Qualifications

We’re entrusting you with a company priority, so we want you to know how to scale products and build the great teams that do that. This means:

• You played an important role leading a company through a high-growth period (either as an IC Lead or Engineering Leader).You had to make high-quality decisions under pressure. That often meant striking a balance between short-term fixes to keep the product from falling over and long-term investments to ensure it didn’t happen again.

• You have experience hiring and building hiring processes, and enjoy it! You’ve designed interviews, interview loops, and led hiring strategy.

• You have a track record of excellent collaboration with other departments. You were a key contributor to company-level initiatives that involved Product Engineering, Product, Sales, or Support. Those departments felt heard and supported, yet positively challenged by you.

• You are knowledgeable about platform and infrastructure technologies, networking, and hardware. You know how Kubernetes goes beyond a Container Orchestration Platform, how traffic flows between Load Balancers and Pods, and how the intricacies of the underlying hardware can cause Cloud abstractions to break, etc.

• You are a great communicator, particularly in writing. You’ll need to be able to go deep with Infrastructure Engineers in conversations while also communicating those concepts to folks like myself who have much less experience.

You should be comfortable managing a team spanning from the Americas West Coast to Europe. You’ll be able to hire managers to focus on specific time zones, but I expect you to have skips with some engineers (and you should want to, too!). To ensure a reasonable work schedule, we’re only hiring candidates who live in the PST-GMT time zone.

What We’re Building

As engineers, we are used to tooling that makes us better at what we do. When we started Ashby, we saw the opposite with Talent Acquisition software. Recruiting teams were leveling up how they did their work, but instead of software meeting this new standard, it held them back.

Scheduling a final round is an excellent example. Recruiting teams wanted to schedule candidates faster, track interviewer preparation and quality, and do it with half the headcount. A recruiter needed to manually collect availability from the candidate, identify qualified interviewers, perform “Calendar Tetris” to find who is available to interview the candidate, schedule on the earliest date possible, and make any last‑minute adjustments as availability changed. They must do this while considering the interview load on each individual and whether interviewers need to be trained and shadowing others.

As hiring managers, we know TA is a critical function, and as engineers, we know software can do better. So, we built and continue to build Ashby to give TA teams the highest standard of tooling. Software that’s intelligent and powerful. Software that provides insights