What we’re building

Every company needs to keep track of its finances, and most hire a bookkeeping firm to help do so. But there's no Stripe, Gusto, or Google Apps of this world—no clear best-in-class firm that everyone uses because it delivers a service of unmatched quality and integrates with the tools and workflows to run your business as it grows. Pilot is building a first-of-its-kind, software-centric solution to tackle the financial back office (including bookkeeping, tax, CFO, etc.) so that founders and business owners don't have to.

Our approach is to use software to automate as much of the heavy lifting as possible and giving those software superpowers to a team of finance experts. This means that our customers, business owners across America, can focus on the reasons they started their businesses in the first place, instead of worrying about whether their bookkeeping is being done well.

The role

Pilot is looking for Senior Product Designers to help build the future of the financial back office. Responsibilities include:

  • Taking broad conceptual ideas and turning them into delightfully designed solutions that solve real problems.
  • Partnering with Product, Engineering, Research, and Operations to uncover user insights that influence product strategy and roadmap.
  • Directly interfacing with our users to conduct interviews, research, and data gathering to inform your design direction.
  • Contributing to your overall product area by designing end-to-end workflows that ladder up to a higher-level product vision.
  • Bringing your ideas to life through brainstorming, sketching, prototyping, diagraming, and producing high-fidelity mocks.
  • Giving and soliciting feedback from other designers to continually raise our quality bar.
  • Participate in weekly design reviews and act as a mentor for junior designers.

About you

Our ideal candidate will have at least 5 years of design experience, and can additionally demonstrate the following:

  • Deep understanding of the iterative design process including research, journey mapping, prototyping, and high-fidelity solutions.
  • Proven track record for solving ambiguous or complex design problems.
  • Embodies a user-centered design mentality and working style.
  • Experience working and contributing to an established design system.
  • Experience designing for a user who is not yourself.
  • Connected to the Design network and excited to help recruit future Designers

About us

Our 35-person Product, Engineering, and Design org is split into three teams, each with its own missions and charters.
In total, Pilot is 140+ people split across our San Francisco and Nashville offices. Our Product, Engineering, and Design teams are in our San Francisco office, right next to the Montgomery Street BART stop — though right now we are all working from home. We are currently only considering candidates who live in or will relocate to the San Francisco Bay Area post-COVID.
Our seasoned founding team has led companies through two prior successful startups and acquisitions (by Oracle and Dropbox), and our managers have a breadth of experience at companies of varying sizes. We invest in managers via peer mentorship and forums that meet at least quarterly across all functions.
We offer competitive benefits, including medical, dental, and vision coverage, as well as a 401(k) program.
At Pilot, we are enthusiastically pursuing and hiring a diverse workforce. We do not make hiring or employment decisions on the basis of race, color, religion or religious belief, ethnic or national origin, nationality, sex, gender, gender-identity, sexual orientation, disability, age, military or veteran status, or any other basis protected by applicable local, state, or federal laws. However, we do encourage applicants of all backgrounds and identities to apply.
Pilot also welcomes the opportunity to consider qualified applicants with prior arrest or conviction records. Pilot’s demonstrated commitment to diversity extends to hiring talented individuals in spite of a prior criminal history in accordance with local, state, and/or federal laws, including San Francisco’s Fair Chance Ordinance.

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