Payments Operations Specialist - Overland Park

Flight Schedule Pro is the world's leading flight school management software, trusted by 1,300+ operators worldwide — including top training academies that produce pilots for major airlines like United, Delta, and British Airways. With 16,000+ instructors and 12,000+ aircraft, Fl ...

Job description

Flight Schedule Pro is the world's leading flight school management software, trusted by 1,300+ operators worldwide — including top training academies that produce pilots for major airlines like United, Delta, and British Airways. With 16,000+ instructors and 12,000+ aircraft, Flight Schedule Pro provides cutting-edge tools to optimize operations, enhance student retention, and drive revenue growth.

As an AI-forward company, we are transforming aviation operations and reimagining the pilot journey. We're embedding AI deeply into our platforms—not as an add-on, but as a driving force behind smarter training, safer flying, and more efficient operations. Our commitment to innovation means we're building tools and experiences that haven't existed before, and we're looking for curious, innovative minds to help us lead the way.

Now part of the Flight Schedule Pro ecosystem, LogTen Pilot Logbook simplifies and perfects pilot log management. With over 300,000 downloads, LogTen is the most used, trusted, and awarded flight logging app ever created. We're now pushing the boundaries of what's possible with AI-powered logging, delivering proactive, predictive insights to help pilots and organizations unlock new levels of efficiency and safety.

This role will be a critical contributor within the Fintech team, focused primarily on our Payments offering. Payments is a major strategic priority for Pilotbase and a highly valued offering by our customers. As we continue to scale our embedded payments capabilities and reach, this role sits at the center of that growth. This role focuses on ensuring our payments ecosystem operates smoothly, efficiently, and at scale. As adoption accelerates and our customer base expands, we're looking for someone who can help drive faster onboarding, stronger engagement, and a seamless payments experience across the platform.

This position is highly cross-functional and collaborative, working closely with customer experience, implementation, support, product, and external partners. The ideal candidate thrives in dynamic environments, builds deep subject-matter expertise in payments, and serves as connective tissue across teams to remove friction, surface insights, and improve outcomes. Ultimately, this role acts as the "oil in the engine," helping customers ramp quickly on payments while enabling the broader organization to move faster and smarter as we grow.

Role Overview and Responsibilities: 

Optimize Payments Funnel:

• Partner with Implementation to accelerate onboarding and drive faster adoption of payments and fintech products
• Build strong relationships with customer stakeholders to remove blockers and move accounts through the payments funnel
• Collaborate with Customer Success to grow processing volume among existing high-adoption customers
• Act as a trusted advisor and subject-matter expert on fintech and payments offerings

Handle Customer Support & Internal Operational Needs:

• Support customers—especially strategic accounts—by troubleshooting issues that impact payments adoption or volume
• Work closely with GTM leaders across Fintech, Sales, Customer Success, and Marketing to drive data-informed decisions that improve performance and customer visibility

Become Payments Partner Subject Matter Experts

• Serve as the primary liaison between Support, Customer Success, and our payments partner
• Develop deep expertise in the payments partner portal to support both internal teams and customers
• Own best practices and documentation for customer billing and payments workflows, and enable internal teams to effectively sell and support payments

Required/Desired Experience: 

• 2+ years of experience in fintech, payments, customer success, sales operations, or a related customer-facing role
• Great attention to detail
• Proven ability to work cross-functionally and drive outcomes in fast-paced, high-growth environments
• Strong communication and problem-solving skills, with a customer-first mindset and being a data driven decision maker
• Usage of AI tools to improve efficiency and outcomes

Helpful, but not required:

• Familiarity with fintech or payments platforms, including onboarding flows, payment processing, or partner integrations
• Background or exposure to the aviation industry or aviation software (experience working with flight schools or aviation operations is a plus)
• Experience with a fast paced, high growth company

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 

Compensation: 

The salary range for this role has been established at $50,000 - $70,000 annually. The final agreed-upon compensation is based on a number of factors, including but not limited to: individual education, qualifications, skills, prior work experience, competencies, and geographic work location. The above salary range represents the Company's good faith and reasonable estimate of the range of possible compensation at the time of posting.

Travel Requirements:

• Occasional business travel may be required, up to 10%.

Deadline for Applications: 

• The company will accept ongoing applications until the role is filled. There is no deadline to apply for this position.

Flight Schedule Pro 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. Flight Schedule Pro does not provide work visa sponsorship at this time.

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

Flight Schedule Pro welcomes all direct applicants, but does not utilize recruiting services from external agencies.