[Hiring] Principal Software Engineer @Dockwa

Role Description

We are hiring one principal engineer, and we are hiring them to raise the ceiling of what this team can build.

• Engineering is six people today and will be fourteen inside a year.
• Our surface area includes:
  • Reservations
  • Payments and money movement
  • Dock and slip management
  • Rent roll
  • Boater CRM
  • Service and work orders
  • Accounting integrations
  • A native iOS app
  • Multi-currency for international markets
• You will rebuild how we build.
• We treat AI as core development infrastructure, not a side experiment.
• You will own the architecture that makes speed safe.
• We are twelve years into a system carrying real traffic and real money.
• We are not hiring a principal to be the best coder in the room; we want a leader who can scale the team.

Qualifications

• Production software you owned outright, end to end, including after it shipped.
• Real AI fluency with receipts; not just tool familiarity.
• Comfort across a full stack (Rails, React, Postgres, AWS, Swift preferred).
• Architectural decisions you had to live with afterwards, in systems you did not originally write.
• Evidence you changed how a team worked, not only what it shipped.

Requirements

• Motivation and judgment over trivia.
• Ability to finish the hiring process more excited than you started it.

Benefits

• Small, winning team with real ownership.
• Automation before hiring.
• Quality at speed.
• Full loop ownership from discovery to payment to analytics.
• Investment in product and engineering.
• Dedicated budget for acquisitions.

Equal Opportunity

We hire for range on purpose. Dockwa is an equal opportunity employer and considers all qualified applicants without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, disability, veteran status, or any other legally protected characteristic.