Head of Talent Acquisition

CharterUP•Austin, TX

14h•Remote

About The Position

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 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: 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.

Requirements

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

Responsibilities

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
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
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
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