Help flight schools fly more.
We're building the software that runs flight schools, from scheduling and billing to training. Join us.
How we work
Built for flight schools
Everything we make starts with the people who run schools, teach, and fly.
Small team, real ownership
You'll own meaningful work from day one and see its impact quickly.
Close to customers
We talk to schools every day. Their feedback shapes what we build next.
Open roles
Sales
Account Executive
Run the full sales cycle with flight schools and flying clubs, from first call to signed contract.
What you'll do
- Run discovery calls and tailored product demos for school owners and chief instructors
- Manage a pipeline of inbound and outbound opportunities in our CRM
- Partner with onboarding to make every new school's switch smooth
- Share what you hear from the field with product and engineering
What we're looking for
- 2+ years in B2B or SaaS sales, or a strong record in a customer-facing role
- Clear, friendly communication on the phone and in writing
- Comfortable owning a number and a calendar
- Aviation experience (pilot, CFI, dispatcher, or flight school staff) is a big plus
Sales Development Representative
Start conversations with flight schools across the country and book first meetings for the sales team.
What you'll do
- Research flight schools and reach out by phone, email, and LinkedIn
- Respond quickly to inbound demo requests and website leads
- Qualify interest and hand off well-prepared meetings
- Help refine our messaging based on what resonates
What we're looking for
- Curious, persistent, and organized
- Strong written communication
- Interest in aviation or software; experience is a plus, not a requirement
Customer Success
Account Manager
Own relationships with our flight schools after they go live and help them get more out of Sky Schedule.
What you'll do
- Be the go-to contact for a book of customer schools
- Run check-ins and training sessions for owners, dispatchers, and instructors
- Spot opportunities for schools to adopt more of the platform
- Advocate for customers internally and close the loop on feedback
What we're looking for
- 2+ years in account management, customer success, or a similar role
- Calm, organized, and great at follow-through
- Comfortable learning software deeply and teaching it to others
Implementation Specialist
Help new schools switch to Sky Schedule: data migration, setup, and training.
What you'll do
- Guide schools through importing students, schedules, aircraft, and billing history
- Configure billing, onboarding flows, and permissions with each school
- Train staff and instructors so they're confident on day one
What we're looking for
- Experience with software onboarding, operations, or data work (spreadsheets, CSVs)
- Patient and detail-oriented
- Flight school operations experience is a plus
Support
Customer Support Specialist
Answer questions from schools, instructors, and students, and make every support interaction feel easy.
What you'll do
- Respond to support requests by email, chat, and phone
- Troubleshoot issues and work with engineering to resolve bugs
- Write and improve help-center guides
What we're looking for
- Experience in customer support or another customer-facing role
- Clear writing and a friendly, patient tone
- Comfortable learning new software quickly
Don't see your role? .
Sky Schedule (Baumann Systems, LLC) is an equal opportunity employer. We welcome applicants of every background and do not discriminate on the basis of race, color, religion, sex, sexual orientation, gender identity, national origin, age, disability, veteran status, or any other protected characteristic. If you need an accommodation to apply, email ryan@skyschedule.info.