Head of Design Job at Pilot.com in San Francisco

Job Overview

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Employment Type

Full-time
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Compensation

Type:
Salary
Rate:
Range $211,000.00 - $286,000.00
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Benefits

Health Insurance
Dental Insurance
Paid Time Off
401(k) Plan
Parental leave
wellness benefits
equity options

Job Description

Pilot is a pioneering fintech company founded in 2017 that specializes in revolutionizing back-office financial operations for small businesses. By providing expert bookkeeping and financial management services combined with cutting-edge custom software, Pilot empowers entrepreneurs to focus on growing their businesses while maintaining accurate and consistent financial oversight. With over 2,000 customers and funding led by top-tier investors including Sequoia, Index Ventures, and prominent entrepreneurs like Patrick and John Collison, Pilot has established itself as a leader in modernizing financial tools for startups and SMBs. Its innovative approach integrates seamlessly with existing billing, banking, expense, and payroll systems, delivering tailored... Show More

Job Requirements

  • Bachelor's degree in design, human-computer interaction, or related field preferred
  • Minimum of 8 years in product design or UX
  • At least 2 years in management or leadership capacity
  • Experience with financial or SaaS products preferred
  • Proven track record of managing and growing design teams
  • Proficiency in design tools such as Figma
  • Strong understanding of user-centered design and research
  • Excellent interpersonal and communication skills
  • Ability to work in a fast-paced, dynamic startup environment

Job Qualifications

  • 8+ years of experience in product or UX design
  • At least 2 years in a managerial or player-coach role
  • Experience with accounting, finance, tax tools, or small business SaaS preferred
  • Strong strategic and systems thinking abilities
  • Expert-level proficiency in Figma and visual design
  • Proven leadership skills inspiring and mentoring teams
  • Ability to influence cross-functional teams effectively
  • Strong business acumen related to product metrics and customer satisfaction
  • Excellent communication and collaboration skills

Job Duties

  • Define and evolve design vision aligned with business strategy and user needs
  • Collaborate with product, engineering, and operations leaders to influence product decisions and roadmaps
  • Manage, mentor, and grow a small to mid-sized design team fostering a strong culture
  • Lead end-to-end product design ensuring seamless user interactions
  • Develop and champion a comprehensive design system for consistency and efficiency
  • Establish scalable design operations and collaboration processes
  • Lead research-informed design through user interviews, testing, and prototyping
  • Uphold excellence in visual and interaction design, including accessibility and layout

Job Location

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