Job Application for General Manager, Enterprise Operations

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About CharterUP. CharterUP is transforming the $30 billion group transportation industry with cutting-edge technology and innovative SaaS software, delivering an industry-leading experience for both customers and operators. Trusted by most Fortune 500 companies, our platform connects users to thousands of charter bus and minibus operators nationwide. In just 60 seconds, customers can access real-time availability, transparent pricing, and detailed vehicle options—whether organizing a corporate event, a company shuttle, or a wedding. By streamlining what was once a fragmented and stressful process, CharterUP brings transparency, accountability, and efficiency to an industry overdue for innovation

With CharterUP, group transportation is no longer a hassle but an elevated, reliable experience. Join us as we lead the future of group travel.

Why Join Us

Innovative Impact: Be part of the team that's revolutionizing group travel, setting new standards in an industry overdue for change.
Growth Opportunities: As a hyper growth company and one of the fastest-growing companies recognized by Inc., there’s no better time to join our dynamic, growth-stage organization.
Driven Team: Collaborate with some of the most driven minds in tech, all while working in a remote-first environment with a tech hub in Austin, TX.
Funding and Stability: Our $60 million Series A funding was just the start—we’re poised for even greater expansion, and you can be part of this exciting journey. CharterUp has achieved this growth profitability and efficiently, ensuring long-term stability.

About the Role

Title: General Manager, Enterprise Ops (FlyAway)

Reports to: Vice President of Strategy, Enterprise Operations

Location: Los Angeles, CA

CharterUP is seeking an experienced, on-the-ground General Manager to lead our most complex shuttle program: FlyAway, based in Los Angeles. FlyAway operates a 24/7, 365-day transit service between LAX and two locations—Union Station and Van Nuys—with over two dozen buses running every day. The GM will function as the CEO of the FlyAway program, responsible for day-to-day operations, client relationship management, vendor oversight, and internal team leadership.

This is a hands-on leadership role that requires deep operational expertise, familiarity with public transit or shuttle environments, and the ability to work across a wide range of internal and external stakeholders. You’ll manage the day-to-day service, own the client relationship with Los Angeles International Airport (Los Angeles World Airports), coordinate with CharterUP headquarters, and ensure continuous service excellence across every lane of the program.

What You’ll Do

Own end-to-end program execution for FlyAway, ensuring safe, efficient, and on-time operations across all routes and locations.
Serve as the primary liaison to LAWA (Los Angeles World Airports), maintaining a strong working relationship with city partners and contract stakeholders.
Lead and develop the FlyAway team, including a Director of Operations, on-site personnel, internal employees, and contractors; build a high-performance culture through training, structure, and accountability.
Manage subcontractor and vendor relationships including motor coach operators, maintenance providers, dispatchers, and third-party technology vendors.
Collaborate cross-functionally with CharterUP's strategy, finance, legal, ops, and marketing teams to ensure program compliance, reporting accuracy, and full operational support.
Oversee program finances, including invoicing, budget tracking, and profitability metrics.
Maintain and improve SLAs and KPIs, identifying and resolving operational inefficiencies before they impact service.
Own project oversight by monitoring and tracking new initiatives, billing cycles, service metrics, and contract compliance.
Report regularly on program performance, presenting data-driven updates and actionable recommendations to senior leadership.

What You’ll Bring

8+ years experience in transportation, logistics, or shuttle operations, with at least 3 years in a senior leadership role.
Proven ability to lead complex, round the clock programs with multiple internal and external stakeholders.
Experience in public transportation, shuttle operations, or contract-based transit services preferred.
Strong understanding of fleet operations, vendor management, and service delivery standards.
Executive presence and communication skills; comfortable representing CharterUP with municipal clients and large-scale partners.
Exceptional organizational and problem-solving skills; thrives in ambiguity and leads with clarity.
High operational acumen with experience managing compliance-heavy contracts.

Must be based in Los Angeles, CA and able to travel regularly between LAX, Van Nuys, and Union Station locations.

Compensation:

$130,000 - $140,000 USD

Benefits & Perks
We take care of our team so you can focus on doing your best work. At CharterUP, you'll get:

Remote Flexibility – Work from any of our 19 live/work states, with role-dependent exceptions
Full Health & Wellness Coverage – 100% of premiums paid for medical, dental, and vision plans for employees - including mental health resources, Teledoc, gym discounts, and family planning benefits
Time to Recharge – 15 days PTO (increases to 20 after 2yrs) + 8 paid holidays so you can actually unplug
Financial Security – Company-provided life insurance, as well as short-term and long-term disability for employees who qualify
Winning Culture – Join a high-performing, fast-paced, and supportive team that wins together
Referral Bonuses – Get rewarded for bringing top talent to the team
Future Planning – 401(k) retirement plan to help you invest in what’s next
Tech Setup – Your choice of Mac or PC laptop, plus monitor, keyboard, and mouse.

CharterUP is an Equal Opportunity/Affirmative Action Employer. We make all employment decisions including hiring, evaluation, termination, promotional and training opportunities, without regard to race, religion, color, sex, age, national origin, ancestry, veteran status, sexual orientation, physical handicap, mental disability, medical condition, disability, gender or identity or expression, pregnancy or pregnancy-related condition, marital status, height and/or weight.

CharterUP candidates and employees must reside in any of the following states; Arizona, California, Colorado, Florida, Georgia, Hawaii, Mississippi, Missouri, North Carolina, New Hampshire, Nevada, New York, Oklahoma, South Dakota, Tennessee, Texas, Utah, Washington, and Wyoming.

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General Manager, Enterprise Operations – FlyAway (LAX)

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