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, South Florida Operations
Reports to: VP, New Mobility
Location: Remote, US (Hybrid in Miami area preferred)
CharterUP is hiring a high-impact operator to lead the launch of a new mobility product line that represents a major expansion of our core marketplace. We’re seeking a scrappy, zero-to-one operator to launch a brand new mobility pilot in Miami. You’ll own the P&L from day one, ignite both supply and demand, and build a repeatable playbook for national scale. If you thrive in ambiguity, love hands-on execution, and can turn data into action, this is your chance to lead a true ground-up venture with full executive backing.
What You’ll Do
- Own the Market: Full P&L accountability for Miami’s pilot—setting targets, tracking performance, and driving profitability.
- Launch & Scale: Validate product–market fit by sourcing and onboarding operators, acquiring early riders, testing pricing, and refining the operational model.
- Regulatory & Compliance: Partner with local authorities to secure and maintain licenses, iron-out compliance processes, and keep operations running smoothly.
- Field Ops & Partnerships: Be on the ground with drivers—vet facilities, negotiate deals, define a compelling operator offer, and build relationships that last.
- Demand Generation: Drive rider acquisition and retention through local marketing, community events, and strategic partnerships (airports, seaports, venues).
- Customer Experience & SOPs: Develop and iterate customer support workflows; collaborate across teams to implement seamless, on-demand service.
- Product Collaboration: Work hand‑in‑glove with product teams to tailor features, manage releases, and track KPIs that matter to a live market.
- Team Leadership: Recruit, mentor, and grow a lean market team as the pilot evolves into a nationwide playbook.
What You’ll Bring
- Builder’s Mindset: Energized by ambiguity—thrives on rolling up sleeves to launch new ventures.
- Operational Grit: Experience owning product or P&L, managing field teams, and driving results in fast-moving environments.
- Relationship Skills: Skilled at forging in-person connections and influencing cross-door stakeholders.
- Product Savvy: Comfortable collaborating with product management to iterate features and operational flows.
- Analytical Edge: Data-driven approach to pricing, forecast modeling, and KPI tracking.
- Regulatory Know-How: Proven success navigating licensing and compliance.
- Language Advantage: Spanish proficiency a plus.
- Scrappy Attitude: Resourceful, tenacious, and unafraid to test, learn, and pivot.
Recruiting Process
- Step 1 - Video call: Talent Acquisition interview
- Step 2 - Video call: Hiring Manager interview
- Step 3 - Video call: Team interviews
- Step 4 - Final Case Study/Presentation
- Step 5 - Offer & reference check
- Welcome aboard!
We believe great people can live anywhere—and they deserve great benefits, too. While offerings may vary slightly by location, we prioritize hiring near our hubs in Austin, Atlanta, Miami, and Denver as we grow our global team.
- Remote-First Flexibility: Work from anywhere we hire, with built-in flexibility. U.S.-based employees may reside in any of our 19 approved states.
- Comprehensive Health & Wellness: Medical, dental, and vision insurance, mental health support, virtual care, gym discounts, and family-building benefits. In the U.S., we cover 100% of premiums for employees. International benefits align with local standards.
- Time Off to Recharge: Paid time off so you can truly unplug. U.S.: 15 PTO days (increasing to 20 after 2 years) + 8 paid holidays. International policies vary by country.
- Financial Peace of Mind: Company-paid life, short-term, and long-term disability insurance where available.
- Performance-Driven Culture: Join a fast-moving, ambitious, and collaborative team that wins together.
- Referral Rewards: Earn bonuses for bringing top talent to the team.
- Planning for the Future: Long-term financial planning support. U.S.: 401(k) plan. International: region-specific savings programs where applicable.
- Top-Tier Tech: Choose a Mac or PC, plus monitor, keyboard, and mouse to hit the ground running.
CharterUP is an Equal Opportunity Employer. We are committed to creating an inclusive, accessible, and respectful workplace. We consider all qualified applicants without regard to race, color, religion, sex, sexual orientation, gender identity or expression, age, national origin, ancestry, disability, medical condition, marital status, veteran status, or any other protected characteristic in accordance with applicable federal, state, and local laws in the United States and Canada. If you require accommodation during the recruitment process, please let us know.
Hiring Locations: CharterUP U.S.-based candidates and employees must reside in one 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.
We hire in the U.S. and Canada and are actively expanding our global footprint.
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What We Do
CharterUP is the world’s largest bus‑booking platform—an AI‑powered marketplace and operating system for group transit. We let organizations book vehicles in minutes with instant pricing, real‑time availability, and transparent operator selection across a vetted network of 500+ operators and 6,000+ vehicles in all 50 states and Canada. Customers manage trips end‑to‑end with Rider and Driver apps for live tracking, seat reservations, passenger management, and automated updates, and can license a white‑label solution to run ongoing shuttle programs under their own brand. From daily employee shuttles and campus routes to major events, construction logistics, and emergency response, CharterUP pairs nationwide scale with modern software to make complex transportation simple, reliable, and auditable.
Why Work With Us
CharterUP is the world’s largest bus‑booking platform - an AI‑powered, self‑serve marketplace and OS for group transit - uniting 500+ operators and 6,000+ vehicles across the U.S. & Canada. We move fast, give you ownership of outsized problems, and deliver. Help modernize an under‑innovated industry, win big with results, and grow at startup speed.
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