Jobs at Flight Schedule Pro (Now Hiring) — 3 open

About Pilotbase:

Pilotbase powers the world’s flight training ecosystem, supporting over 1,400 flight schools and tens of thousands of pilots through and beyond training each year. We are expanding our Pilot Experience Solutions, a connected system that brings together flight schools, pilots, and industry partners into a single, data-driven network. This next phase of growth is focused on expanding within our existing customer base, reaching pilots directly, and creating new revenue streams across the ecosystem.

LogTen, Pilotbase’s digital pilot logbook designed for professionals, is one of our primary ways of supporting pilots after training as they track their activity, progress their career, and maintain their numerous requirements as a pilot.

Job Overview: 

As Product Manager, Pilot Experience, you own the professional pilot side of our platform, including the capabilities that working pilots and aviation professionals rely on every day, such as professional logbooks, reporting, currency management, and schedule integrations to name a few. Working closely with the Lead Product Manager of Pilot Experience, you turn user insight and business goals into a clear roadmap and ship elegant, high-quality features at a fast, consistent pace. This is a hands-on, execution-focused role: you partner daily with engineering, design, and go-to-market teams to move from problem definition through launch, iteration, and scale. You bring strong product sense, sound judgment in ambiguity, and an AI-first mindset to a complex B2B2C ecosystem that serves pilots across their entire career journey.

Responsibilities:

• Own the roadmap for professional pilot capabilities, including professional logbooks, reporting, currency management, and schedule integrations, in partnership with the Lead Product Manager, Pilot Experience.
• Run product discovery with professional pilots and aviation professionals, turning user insight and problem definition into well-scoped, high-impact features.
• Partner closely with engineering, UX, and design to deliver elegant, high-quality features at a fast, consistent pace.
• Define and track clear outcomes, using activation, engagement, and retention metrics to steer priorities and validate product direction.
• Drive engagement and habit formation around the workflows professional pilots depend on, anchoring daily, weekly, and monthly usage.
• Support go-to-market execution, partnering with growth, marketing, and CS on positioning, messaging, and activation for new features and releases.
• Manage and integrate input from opinionated stakeholders and subject-matter experts while maintaining forward momentum.
• Identify opportunities where AI can meaningfully accelerate user outcomes and product velocity.
• Contribute to broader product management practices across the Pilot Experience team, raising the bar for UX, workflow clarity, and product craftsmanship.

Qualifications:

REQUIRED

• 4–6 years of product management experience, including shipping features end-to-end from discovery through launch and iteration.
• Strong product sense and discernment, with a track record of delivering high-quality, user-centered features.
• Demonstrated ability to prioritize effectively and drive toward measurable outcomes.
• Excellent communication skills, able to align engineers, designers, and cross-functional partners around a shared plan.
• Comfort operating with incomplete information, creating clarity and momentum in areas of ambiguity.
• Strong partnership with engineering and design, with experience planning and delivering quality product increments at pace.
• Experience evaluating and applying AI technologies to enhance user value and streamline workflows.

 

PREFERRED

• Experience with professional or B2B2C products, ideally where compliance, recordkeeping, or scheduling are core.
• Experience building habit-forming or engagement-focused product experiences.
• Aviation industry background or a passion for flight.
• Experience operating in regulated or safety-critical environments

Compensation: 

SALARY: $130,000 - $170,000, depending on experience and location

 

Benefits: 

• Full benefits package (Medical, Dental, Vision, Short-Term Disability, Life Insurance, 401(k) plan)
• Equity Appreciation Plan
• Flexible Time Off policy 
• Seven (7) company-wide paid holidays + two (2) floating holidays 
• Two (2) wellness days
• Employee Assistance Program
• Professional Development Stipend
• Home Office Stipend 

Travel Requirements:

Occasional business travel may be required, up to 10%

 

Pilotbase is an equal opportunity employer and encourages all qualified individuals to apply. If you're excited about this role, we'd love a chance to review your resume. We value a diverse and inclusive work environment and look for passionate people who are ready to do great things. If there is a required or preferred location for an open role, it will be listed in the job description. All applicants for employment must be legally authorized to work in the United States. Pilotbase does not provide work visa sponsorship at this time.

This employer participates in the Electronic Employment Verification Program. Please visit https://www.e-verify.gov/about-e-verify for more information.

Pilotbase welcomes all direct applicants, but does not utilize recruiting services from external agencies.

Our hiring process includes a video interview through Willo, which uses AI to analyze responses and assist in assessing job-relevant competencies. By proceeding, you consent to this analysis. Your video will only be shared with those involved in your evaluation and deleted upon request. We do not use facial recognition technology. Candidates in Illinois, Maryland, New York City, or Colorado may have additional rights under applicable law. Questions? Contact [email protected].