Remote Head of Talent Acquisition

About CharterUP. CharterUP is transforming the $450+ billion group transportation and mobility market with an AI native platform that powers modern charter, shuttle, and emerging autonomous vehicle operations. Trusted by many Fortune 500 companies, CharterUP connects enterprises, institutions, and event organizers to thousands of bus operators nationwide, while increasingly serving as the operating system for large scale shuttle and transit programs across airports, campuses, industrial sites, and major events.

Through real time availability, transparent pricing, intelligent routing, and AI driven dispatch and optimization, CharterUP replaces a fragmented and opaque industry with automation, accountability, and scale.

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., 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: Head of Talent Acquisition

Reports to: Chief People Officer

Location: Austin, TX

CharterUP is entering its next major phase of growth and is seeking a Head of Talent Acquisition to build and lead a high-performing recruiting organization capable of scaling alongside the business. This leader will operate as both a strategic advisor and an execution-oriented builder, partnering directly with executive leadership to drive hiring strategy, organizational growth, recruiting operations, and recruiting team leadership.

The scope extends far beyond traditional recruiting leadership. This role owns the development of the TA function itself: building the team, establishing operating rigor, improving recruiter performance, strengthening hiring manager partnership, and creating scalable systems capable of supporting aggressive company growth. The right person is highly operational, performance-oriented, and comfortable operating in fast-paced, high-accountability environments. They know how to build recruiting infrastructure while simultaneously leading critical searches, influencing executives, solving organizational challenges, and driving measurable hiring outcomes.

This role reports directly to executive leadership and partners closely with leaders across Revenue, Product, Engineering, Operations, Finance, Marketing, and People.

What You’ll Do

Talent Acquisition Strategy & Execution

Own and drive company-wide hiring strategy across all business functions including GTM, Product, Engineering, Operations, G&A, Marketing, and executive hiring

Partner with executive leadership on workforce planning, org design, headcount prioritization, and hiring roadmaps

Lead full-cycle recruiting for critical and executive-level roles when needed

Build scalable recruiting processes that improve speed, quality, and candidate experience

Develop and maintain high hiring bars across the organization

Drive operational excellence across pipeline management, interview process design, interviewer enablement, and offer strategy

Executive Partnership & Talent Advisory

Act as a strategic advisor to executive leadership on talent market dynamics, compensation calibration, organizational structure, and hiring decisions

Influence and guide hiring managers through role scoping, competency development, interview strategy, and candidate evaluation

Help leaders identify talent gaps and proactively build hiring strategies aligned to company growth goals

Operate as a trusted thought partner during periods of organizational change and rapid scaling

Recruiting Operations & Infrastructure

Own recruiting systems, workflows, reporting, and operational scalability

Manage ATS strategy and optimization (Greenhouse experience strongly preferred)

Develop recruiting KPIs, funnel analytics, conversion metrics, and hiring reporting for leadership

Evaluate and implement recruiting tools, AI solutions, vendor partnerships, and process automation opportunities

Build repeatable recruiting infrastructure that can scale with company growth

Team Leadership

Build, scale, and lead a high-performing Talent Acquisition organization capable of supporting CharterUP’s next stage of growth

Coach recruiters on sourcing strategy, stakeholder management, candidate calibration, and closing

Help establish clear recruiting priorities during periods of rapid organizational change

Foster a culture of accountability, urgency, ownership, and partnership within the TA function

Build scalable recruiting infrastructure, workflows, and operational processes that can support continued rapid growth

What You’ll Bring

10+ years of recruiting and talent acquisition experience, including leadership experience in start-up and high-growth environments

Experience leading recruiting across multiple functions including GTM, technical, operations, and executive hiring

Proven ability to operate both strategically and hands-on in lean, fast-paced organizations

Strong executive presence with the ability to influence senior stakeholders and drive alignment

Deep understanding of recruiting operations, funnel metrics, compensation calibration, and talent market dynamics

Experience building recruiting processes and infrastructure that scale

Strong sourcing and recruiting instincts with the ability to assess talent beyond resumes

High ownership mentality with comfort operating in ambiguity and rapidly changing environments

Excellent judgment, prioritization, communication, and stakeholder management skills

Experience with Greenhouse and modern recruiting tools strongly preferred

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.

Flexible Work Model: CharterUP operates as a remote-first company, with select roles requiring regular, in-office presence based on team and business needs. Role-specific expectations will be shared during the hiring process. 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. CharterUP is committed to providing reasonable accommodations during the hiring process. If you need assistance or an accommodation, please contact your recruiter.

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.