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Shakepay

Senior Engineering Manager, Platform

Posted 3 Days Ago
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Remote
Hiring Remotely in Canada
Senior level
Remote
Hiring Remotely in Canada
Senior level
Lead and grow a platform engineering team focused on infrastructure, SRE, and DevOps. Set platform architecture and roadmap, oversee cloud infrastructure, CI/CD and operational tooling, drive reliability and incident management, and build AI-powered internal tools to improve developer productivity while partnering with security, compliance, and product teams.
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At Shakepay, we’re on a mission to usher in the bitcoin golden age. We’re reimagining financial services to give every Canadian their fair shake.
Our culture is built around doing work that matters, winning as a team, and celebrating success. If you're the kind of person who values growth, shipping fast, and sharing your ideas openly with a group of like-minded people, come and build with us!
About Shakepay

Since 2015, we've been on a mission to help Canadians build long-term wealth through bitcoin. Over the past few years, we've expanded beyond buying and selling bitcoin to offer a growing suite of everyday financial products - including the Shakepay Card, direct deposit, bill payments and Interac e-Transfer - making it easier to earn, save and use bitcoin every day. Today, more than 1.5 million Canadians use Shakepay to grow their bitcoin savings and take control of their financial future as we continue to push the boundaries of what modern financial services can look like.

We’re regulated as an investment dealer across all Canadian provinces and territories, and backed by renowned venture capitalists with a funding of $44M. We have a passionate, loyal, and growing community, and we’re looking for people who want to help us build something truly special.

About the Platform Team

The Platform team empowers other engineering teams at Shakepay by providing the tools, infrastructure, and best practices they need to be autonomous, productive, and reliable. As the Platform Engineering Manager, you’ll ensure we balance fast delivery with operational excellence.

About the Role

We’re looking for a Senior Engineering Manager to lead and grow a team of platform engineers with a focus on Infrastructure, SRE and DevOps .

This role is responsible for people leadership, technical direction, and delivery across platform initiatives that impact every engineering team at Shakepay. You’ll partner closely with Engineers, Engineering leaders, Security, and Compliance, and lead by example, staying hands-on where it matters to shape technical decisions, support delivery, and ensure our platform evolves in step with both developer and business needs. You’ll also play a key role in developing an agentic layer of the platform, building intelligent tooling and agentic workflows that automate repetitive work, assist engineers in complex tasks, and enable teams across the company to interact with systems and data in new ways

You don’t need to be the deepest expert in every area, but you must be technically strong enough to set direction, challenge assumptions, and make tradeoffs across DevEx, infrastructure, and reliability.

What You’ll Be Doing
  • Lead, coach, and grow a team of platform engineers across Infrastructure, DevOps and Developer Experience.
  • Set technical direction for platform architecture and ensure roadmap execution
  • Balance short-term delivery with long-term investments in tooling, infrastructure, and reliability
  • Oversee cloud infrastructure, deployment pipelines, and operational tooling in a regulated environment
  • Design and build AI-powered internal tools and agentic workflows that automate tasks and augment engineering productivity
  • Improve developer productivity by reducing friction in onboarding, CI/CD, and local-to-prod workflows
  • Ensure systems are secure, scalable, observable, and resilient as Shakepay grows
  • Own incident management practices, postmortems, and sustainability of the on-call rotation
  • Collaborate closely with product engineering, security, and compliance stakeholders
  • Advocate for platform work by tying technical initiatives to business and customer impact
Who We’re Looking For
  • 10+ years of experience in platform, infrastructure, DevOps or SRE roles
  • 3+ years managing and growing high-performing teams
  • Familiarity with technologies like Kubernetes, AWS, Terraform, ArgoCD, Datadog, PostgreSQL, CI/CD tooling, and GitOps
  • Experience operating production systems and supporting on-call rotations
  • Ability to set technical direction across both developer experience and infrastructure
  • Strong collaboration and communication skills, with a focus on business impact
  • Comfort using AI tools in your day-to-day workflow to accelerate development, debugging, and learning

Bonus points

  • Experience in fintech or other regulated environments
  • Prior experience as a Staff or Senior Engineer before moving into management
  • Interest in Bitcoin and excitement to learn more
Why join us?
  • Help shape the future of money: Be part of a team that's revolutionizing financial services in Canada, one sat at a time.
  • Impact millions: As cryptocurrency continues to gain traction, our potential for growth is massive. You can help us bring Shakepay and Bitcoin to all Canadians.
  • Grow your career: We’re growing, and so can you! We have programs in place to encourage continuous learning, growth, and development.
  • Ideas, not titles: We want the best ideas to make their way through, no matter where they come from.
Perks and benefits
  • 🤖 Generous AI token budget (currently unlimited)
  • 🤝 Stock options as part of their total compensation
  • 🦷 Full health and dental benefits, including a separate budget to take care of your mental health
  • 🌎 Remote-friendly: Work from anywhere in Canada, with optional access to our office spaces in Montreal and Toronto.
  • 🆙 A $2,000 annual budget for courses, certifications, and training to support your career growth.
  • 🌴  20 days of vacation per year. And if you use all your vacation, we give you a $1,000 bonus.
  • 🐣 Parental leave top up to 100% of your salary for 18 weeks.
  • 🙌 Quarterly team-specific or company-wide offsite to connect with each other

The base salary range for this position is $230,000 - 280,000 CAD. Base pay may vary based on factors such as years of experience, skills and qualifications. Additionally, employees are eligible for equity,  pay increases based on performance, benefits including health and dental care, and paid time off.

We understand that potential can be just as valuable as experience. If you're eager to learn, grow, and contribute to the mission but worry that you may not have the “right” experience, we still want you to apply. We encourage applications from everyone, regardless of background and life experience. We’re firm believers that a little bit of slope makes up for a lot of y-intercept.

Fluency in English is required due to the percentage of English-speaking customers and the nature of our platform, which is available to all Canadians.

We use technology, including artificial intelligence (AI), to support certain parts of our hiring process. This can include tools that assist with scheduling, application review, candidate communications, and generating interview notes, guides, or summaries so our team can stay focused on the conversation. All hiring decisions are made by our hiring team.

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