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Lead Software Engineer

Remote / Online - Candidates ideally in
Canada
Listing for: Jetpack Workflow
Full Time, Remote/Work from Home position
Listed on 2026-02-16
Job specializations:
  • Software Development
    Software Engineer, Full Stack Developer
Job Description & How to Apply Below

This is a fully remote position within the U.S. or Canada.

Our stack:
Ruby on Rails, Postgresql, Heroku, Scout, Bugsnag, Hubspot, Intercom, Slack, Linear, Figma

As the Lead Software Engineer of our small Engineering team, you will be responsible for driving delivery, owning technical decisions, fostering collaboration and defining performance expectations.

This is a hands-on IC role but as the Lead Software Engineer, you are expected to communicate clear performance expectations to the engineers on the team.

In your day-to-day you will be breaking down projects by writing technical tickets, making project-based estimates, driving delivery, unblocking the engineers, and collaborating with the CEO & Product Lead on future projects.

You will report directly to the CEO. Our team hierarchy is as follows, and you will be overseeing the Engineering team directly:

  • CEO
  • Tech Lead, Customer Success Lead, Product Lead
  • Engineers
  • Requirements

    • Reset expectations around experience quality, process, and code—Raise the quality bar
    • Lead the engineering team by providing clear direction and expectations on performance
    • Make and own technical decisions for our core platform
    • Write & break down technical tickets to guide the Engineering team during implementation
    • Review & write code when necessary
    • Collaborate with CEO & Product Lead on future projects
    • Own the delivery timeline (This is shared responsibility between the Tech Lead & Product Lead)
    • Able to operate effectively in a fast-paced environment, while setting your team up for sustainable success

    Must Have’s

    • Located in the USA or Canada (This role is fully remote)
    • Must maintain core working hours between 10am - 2pm EST
    • A MINIMUM of 8yrs of hands-on Ruby on Rails, Postgresql, and Heroku experience
    • Worked on production-grade Ruby on Rails applications, spanning deployment, infrastructure, performance, and monitoring
    • Strong communication & collaboration skills
    • Previous experience at an early startup with less than 20 engineers
    • Previous experience leading an engineering team
    • Previous experience working with Product Managers & Product Designers

    Benefits

    • 401k with employer match
    • Take as you need it PTO policy with all federal holidays off
    • Comprehensive medical, dental, and vision
    • Please note that benefits are dependent on whether the candidate is located inside the US or outside the US
    • If you are located in Canada, you will be a full-time contractor

    Hiring process (4 steps)

  • Behavioral Interview (1hr)
  • Take-home (2hr) paid
  • Technical assessment (1hr)
  • CEO chat (30min)
  • Offer
  • A note from our Founder:

    This is a culture-defining role for a 10-year-old company that is back in ‘startup mode’, building a category-defining product. This role is for someone who has a great compass and a high bar for products.

    That alone should excite you …

    But let me dive a bit deeper. We’re a company that doesn’t look for clever ideas but clear problems. Our founding journey was interviewing hundreds of accounting firm owners to find the pain and build a simple, delightly, impactful product that removes the pain. We like to build, not banter on how things should work… instead we like to get to work :) You’re coming in as we’re nearing the launch of ‘v2’, which is like reaching basecamp at Everest.

    We’re ambitious but not reckless. We have no VC’s, no monster ‘fundraising’ round, we hope saves us from becoming profitable. We’ve raised a bit, but never lost control. We want to innovate, have fun, and build with smart, thoughtful, kind people. If that’s you, we’d love to chat.

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