Principal Software Engineer

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: Principal Software Engineer

Reports to: Vice President of Engineering

Location: This position is based in Austin, TX (Hybrid: Monday, Wednesday, Friday in-office).

CharterUP is looking for a Principal Software Engineer with deep infrastructure experience to lead the deployment of AI across the enterprise, automating workflows and driving productivity at our growth-stage marketplace. You’ll build products that replace manual processes, collaborate cross-functionally to uncover high-impact opportunities, and ensure secure, scalable systems that keep pace with rapid growth.

What You’ll Do

• Own and evolve core infrastructure systems while building AI-powered tools that automate workflows and boost productivity

• Leverage your infra expertise to guide AI-assisted development and rapidly ship reliable, scalable prototypes


• Collaborate across teams to identify operational inefficiencies and deliver automation that drives measurable impact


• Supervise AI-generated technical decisions, stepping in to debug complex issues as needed


• Set technical direction and champion best practices that integrate AI effectively into our engineering culture

What You’ll Bring

• 12+ years of hands-on experience designing and scaling infrastructure in fast-paced, high-growth environments


• Proven ability to identify inefficiencies and automate manual workflows using practical, AI-driven solutions


• Strong technical judgment with the ability to guide and debug complex systems across backend (Java) and frontend (Vue or React) stacks


• Deep understanding of cloud infrastructure, preferably AWS or GCP, and a passion for building reliable, scalable systems


• High ownership mindset with a track record of leading complex projects and delivering impactful tools across teams

Recruiting Process

• Step 1 - Video call: Talent Acquisition interview


• Step 2 - Video call: Hiring Manager interview


• Step 3 - Video call: Team interviews


• Step 4 - Offer & reference check


• Welcome aboard!

Compensation:

$220,000 - $290,000 USD

Global Benefits & Perks at CharterUP

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.