GM, South Florida Operations

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 just 60 seconds customers can access real-time availability transparent pricing and detailed vehicle optionswhether 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 thats 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. theres 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 startwere 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. Were seeking a scrappy zero-to-one operator to launch a brand new mobility pilot in Miami. Youll 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 Youll Do

• Own the Market: Full P&L accountability for Miamis pilotsetting targets tracking performance and driving profitability.
• Launch & Scale: Validate productmarket 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 driversvet 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 handinglove 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 Youll Bring

• Builders Mindset: Energized by ambiguitythrives 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 & Background check
• Welcome aboard!

Global Benefits & Perks at CharterUP

We believe great people can live anywhereand 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 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.