PilotPI

Senior Product Designer

Pilot.com provides bookkeeping, tax, and CFO services for startups and small businesses, combining expert accountants with intelligent software to streamline financial management.

Pilot

Employee count: 201-500

Salary: 125k-211k USD

United States only

The Role

Pilot is hiring aSenior Product Designerfor our SMB Product Design teams.
Pilot’s SMB Product Design teams are focused on equipping small and medium-sized businesses with tools to gain close control and visibility into their finances. We deliver real-time insights into the health of businesses and empower business owners to make strategic and financial decisions with confidence.
We’re looking for a collaborative designer who can successfully balance creative thinking at 35,000ft and executing at 35ft to deliver intuitive and impactful product experiences.

Key Responsibilities

You will:
  • Partner strategically with Product, Engineering, and Operations to drive product decisions and roadmap priorities
  • Lead the end-to-end product design process to ensure seamless interactions at every touchpoint within your product and service areas
  • Develop end-to-end user workflows, low to high-fidelity wireframes, and prototypes
  • Design within an established design system and contribute to the evolution of new design standards across Pilot
  • Deliver thoughtful solutions and detailed specs that are ready for implementation
  • Collaborate with internal/external users to conduct interviews and gather data to inform design decisions as needed
  • Mentor other designers on strategy and craft, and maintain our team's high standard of design
About You
Our ideal candidate is a curious, highly analytical, and team oriented individual with the following qualifications and skills:
  • Experience: 6+ years in Consumer Product, Enterprise, SaaS, Service Design or a relevant field with a proven track record of shipping end-to-end workflows and experiences from strategy to execution
  • Product Systems Thinking: Skilled at simplifying complex systems to achieve human-centric solutions that balance simplicity and functionality
  • Design Craftsmanship: Strong attention to detail in information architecture, visual hierarchy, typography, and layout.
  • Communication: Strong visual, verbal, and written communication. You actively seek and incorporate feedback from team members and stakeholders.
  • Collaboration: You thrive working with project leads and stakeholders, contributing to and aligning with broader team goals
  • Business Acumen: You understand the business impact of design decisions and drive meaningful product value
We believe great designers come from a variety of backgrounds and experiences. If you’re excited about this role, we encourage you to apply! Prior experience in finance and accounting is a bonus, not a requirement.

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 2,000 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

The base pay range target for the role seniority described in this job description is $125,000 - $211,000 in most remote locations, and between $156,000 - $211,000 in San Francisco, CA and New York City, NY. Final offer amounts depend on multiple factors such as candidate experience and expertise, geographic location, total compensation, and market data. In addition to cash pay, full-time regular positions are eligible for equity, 401(k), health benefits, and other benefits; some of these benefits may be available for part-time or temporary positions.

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.

About the job

Apply before

Posted on

Job type

Full Time

Experience level

Senior

Salary

Salary: 125k-211k USD

Location requirements

Hiring timezones

United States +/- 0 hours

About Pilot

Learn more about Pilot and their company culture.

View company profile

At Pilot, our mission is to build the future of the financial back office, empowering startups and small businesses to grow and flourish. We are a team of over 250 U.S.-based experts dedicated to cutting through complexity and providing the most reliable accounting, CFO, and tax services. Our core values guide everything we do, emphasizing ownership, focus, quality, impact, trust, teamwork, collaboration, and justice. We believe in a culture where every team member meaningfully impacts our company, our customers, and our teams. This commitment to excellence and a supportive environment is why many of our team members, some of whom have been with the founders since 2012 across multiple ventures, are excited to be part of Pilot's growth and work alongside their colleagues every day.

Founded in 2017 by Waseem Daher, Jeff Arnold, and Jessica McKellar, three friends from MIT's computer club with a history of successful B2B startups, Pilot was born out of a desire to solve a pervasive and significant pain point: bookkeeping. Having experienced the challenges of financial management firsthand with their previous companies (Ksplice, acquired by Oracle, and Zulip, acquired by Dropbox), the founders recognized a massive unmet need in the market. We understand that entrepreneurs start their businesses to pursue their passions, not to get bogged down in bookkeeping, taxes, and accounting. That's why Pilot combines intelligent software with world-class, full-time, U.S.-based finance experts to deliver accurate, consistent financial management and tax services. This unique blend allows us to handle the complexities of your finances, giving you the freedom to focus on what you do best – building your business. We partner with thousands of companies, from pre-seed startups to those with hundred-person teams, helping them grow sustainably and operate more effectively.

Employee benefits

Learn about the employee benefits and perks provided at Pilot.

View benefits

401(K)

Company 401(K) plan.

Paid holidays

Company-paid holidays.

Flexible paid time off

Flexible paid time off policy.

Healthcare coverage

Comprehensive healthcare coverage.

View Pilot's employee benefits
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Pilot

Company size

201-500 employees

Founded in

2017

Chief executive officer

Waseem Daher, Jeff Arnold, Jessica McKellar

Employees live in

View company profile

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