[Hiring] Head of Talent Acquisition @CharterUP

Role Description

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
• 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.

Qualifications

• 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

Requirements

• 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

Benefits

• Flexible Work Model: CharterUP operates as a remote-first company, with select roles requiring regular, in-office presence based on team and business needs.
• Comprehensive Health & Wellness: Medical, dental, and vision insurance, mental health support, virtual care, gym discounts, and family-building benefits.
• 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.
• 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.
• Top-Tier Tech: Choose a Mac or PC, plus monitor, keyboard, and mouse to hit the ground running.