Demo Day: Proper Pilots — Modernizing Flight Training
Featuring Tim Tweet & Derrick Simpson, Proper Pilots
Date: July 2, 2026
Location: Novaparke
Demo Day is a monthly event series at Novaparke designed to spotlight innovators, founders, and emerging technologies while creating opportunities for the community to learn, connect, and engage with the ideas shaping the future.
This month’s featured demo comes from Proper Pilots, a company rethinking how flight schools operate by building modern software designed specifically for the realities of flight training.
Most flight schools still rely on a patchwork of spreadsheets, text messages, calendars, and outdated systems to manage students, instructors, aircraft, scheduling, billing, and maintenance. Proper Pilots brings all of those moving pieces together into one connected platform, creating a simpler, more efficient experience for everyone involved.
During this live demonstration, founder Tim Tweet and Derrick Simpson will showcase how Proper Pilots helps flight schools:
- Manage scheduling, billing, and communication
- Track student progress and training milestones
- Improve instructor and student accountability
- Monitor aircraft availability and maintenance needs
- Reduce administrative burden and operational friction
- Create a better experience from a student’s first lesson through advanced ratings
Attendees will have the opportunity to see the platform from multiple perspectives—including the flight school owner, instructor, and student experience—while learning how technology can improve training outcomes and operational efficiency.
But this conversation goes beyond aviation.
Proper Pilots represents a broader trend of founders identifying overlooked operational challenges and building technology that solves real-world problems. It’s a story about innovation, entrepreneurship, product development, and creating infrastructure that helps entire industries work better.
Why Attend?
- See a live technology demonstration
- Learn how founders identify and solve industry problems
- Explore the intersection of software, operations, and aviation
- Connect with entrepreneurs, innovators, and technology professionals
- Experience Novaparke’s growing innovation ecosystem
About Demo Day
Demo Day is a monthly Friday gathering featuring free coworking, community connection, lunch, and an interactive technology showcase. Each event highlights local founders, emerging technologies, and innovative companies while creating opportunities for attendees to learn directly from the people building them.
Whether you’re a founder, professional, student, investor, or simply curious about what’s being built in our region, Demo Day offers a front-row seat to innovation in action.
Come work for the day, stay for the demo, and discover what’s taking off next.
If you are a Community Guest we invite you to consider making it a work day at The Root by upgrading your registration with a day pass.
Featured Image by News & Tribune.
In-line Image by Community Foundation of Louisville.
