Director of Technology

FlyUSA, Inc.
Clearwater, FL
FlyUSA is scaling at 50 to 75 percent annual growth and building a national private aviation platform. Technology is not a support function here. It is core infrastructure.

Position Summary:
We are seeking a hands on Director of Technology to architect, scale, and strengthen the systems that power maintenance, flight operations, finance, mobile experiences, and executive decision making.

This is a player coach role. You will lead development, own infrastructure, manage vendors, and turn executive vision into scalable systems.

If you want to build, not maintain, this is that opportunity.

Key Responsibilities:
Engineering Leadership
  • Directly manage three in house remote developers.
  • Transition away from external development firm support.
  • Establish engineering cadence, code standards, and documentation discipline.
  • Lead ongoing development of our headless architecture built on Directus, Supabase, and n8n.
  • Own architectural decisions and review code when necessary.
  • Drive API integrations across operational systems including Corridor, CAMP, and JetInsight.
  • Oversee continued development and enhancement of FlyUSA mobile applications.
  • Make build versus buy decisions with executive alignment.
Infrastructure and Security
  • Own cloud architecture across AWS and Azure.
  • Ensure scalability to support rapid revenue and operational growth.
  • Oversee uptime, performance, and cost optimization.
  • Manage MSP relationship with accountability and performance standards.
  • Strengthen cybersecurity posture.
  • Implement disaster recovery and business continuity strategy.
  • Develop scalable data governance practices.
Execution and Scaling
  • Convert executive roadmap into delivery plans.
  • Prioritize and ship meaningful improvements quarterly.
  • Improve automation across maintenance and flight operations.
  • Prepare systems for acquisition integration.
  • Identify operational bottlenecks and solve them with technology.

Core Competencies:
  • A senior engineering leader ready to build something meaningful.
  • Or a strong Head of Engineering or Senior Engineering Manager ready for Director level ownership.
  • Comfortable being both architect and execution leader.
  • Experienced scaling internal platforms in high growth companies.
  • Strong in cloud infrastructure including AWS and Azure.
  • Experienced integrating internal systems with commercial off the shelf software.
  • Decisive and accountable.
  • Calm under growth pressure.
  • No aviation experience required.
  • No certifications required.

Benefits:
  • Optional Medical, Dental, Vision, and Life Insurance.
  • Flexible Spending Account (FSA) and Health Savings Account (HSA) options.
  • Disability insurance (short and long term).
  • 401(k) with company match after 3 months of employment.
  • Hybrid working environment
Equal Opportunity Employer
FlyUSA Inc. provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state, or local laws.

Posted 2026-02-24

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