The Role

The infrastructure is at the heart of everything at Pilot. From a simple code checkin to CI to deployments to customers and back, infrastructure team influences every portion of the product lifecycle. We are looking for an experienced engineering manager to lead and build team the core infrastructure team at Pilot. Over the next year, as we expand both our customer and employee base, the core infra team will invest in the performance and capacity of our systems so we can smoothly handle the company's growth. This team will strive to build systems that are robust in the face of failures, and are easy to introspect when they do fail.
 

Key Responsibilities

  • Lead a team of talented engineers who like to ship code and tackle hard engineering problems.
  • Mentor and guide the professional and technical development of your team members. Help develop their careers, and assign them to projects tailored to their skill levels, personalities, work styles, and professional goals.
  • Create a team environment that values collaboration, inclusion, and respect.
  • Provide continuous feedback, address underperformance, and recognize the individual strengths and contributions of your team members.
  • Create plans for prioritizing technical and resourcing challenges within the team, within the context of the larger Engineering organization.
  • Instill a spirit of continuous improvement in the team’s code, architecture, and processes.
  • Grow the team thoughtfully by understanding business needs, addressing team skill gaps, and prioritizing a diverse top of funnel.
  • Work with your engineers and stakeholders to maintain a prioritized backlog and create short term and long term goals.
  • Help your team build relationships across Engineering, Operations, and any other stakeholders who are relevant to the Infrastructure team’s strategy.
  • Participate in reviews of technical or product specs to provide your perspective on the features we want to build.
  • Work across teams to shape development and Engineering culture at Pilot (e.g. defining best practices, choosing technologies, evolving our tech stack, iterating on our interview process).

About You

In order to successfully fulfill the responsibilities outlined above, we have a small set of requirements. As our ideal candidate, you will have at least one year of experience in an official managerial role, and you can demonstrate experience with most of the following:
  • Managing engineers’ performance: This could include managing out, performance corrections, giving continuous feedback, identifying goals and stretch assignments, and investing in strong performers.
  • Growing teams: You can identify the need for headcount, define hiring criteria, and act as an owner throughout the entire recruiting lifecycle.
  • Technical execution and dependency management: Your teams have shipped complex features with dependencies or stakeholders from outside the team, and you’ve played a significant role in their execution.
  • Team dynamics: You’ve diagnosed a number of issues affecting morale or execution and found various solutions.
  • Fostering inclusion within a diverse team: We are a diverse team representing a variety of identities and experiences. Our managers must show an ability to understand and support the needs of marginalized individuals.
  • Relationship building: Whether it’s with your engineers, peers, customers, or vendors, you invest in relationships that benefit your team.
  • Technical design and strategy: While we expect little to no code output from our Engineering Managers, we look for folks with strong technical backgrounds who can hold their own in technical design discussions and represent the details of their team’s technology to others.

About Pilot

Pilot launched in 2017 to bring the back office into the modern era. Pilot provides small businesses with dedicated finance experts - which Pilot hires as full-time, U.S.-based employees - who learn the ins-and-outs of their business. Pilot integrates directly with the billing, banking, expense, and payroll systems customers already use. With a special blend of custom software and expert bookkeepers, Pilot delivers accurate, consistent bookkeeping and financial management and tax services that give entrepreneurs the freedom to focus on their business.

Pilot has over 1,000 customers and has raised over $170 million in financing from Sequoia, Index Ventures, Stripe, Bezos Expeditions, and Whale Rock.  Our investors also include a long list of world-class entrepreneurs, including Patrick and John Collison, Drew Houston, and Diane Greene.  Our most recent funding round doubled our valuation to $1.2 billion – Meet Fintech’s Newest Unicorn.

Why Pilot?

  • We invest in our employees’ development and happiness because our employees are the keys to our success and ensuring happy customers
  • The opportunity to join a seasoned founding team that has led companies through two prior successful startups and acquisitions (by Oracle and Dropbox).
  • Flexible vacation/time-off policy
  • All federal holidays are observed
  • Competitive benefits package including wellness benefits such as Modern Health, Headscape, One Medical, Aaptiv and Rightway
  • Parental leave for birthing or non-birthing parents – 100% pay for 12 weeks
  • 401(k) plan

Pilot commits to provide a work environment free of discrimination and harassment, as well as equal employment opportunity regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or Veteran status. We also consider qualified applicants regardless of criminal histories, consistent with legal requirements. You may view all of Pilot’s recruiting notices here, including our EEO policy, recruitment agency policy, recruitment scam notice, and important E-Verify information.

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