About Thoughtful AI

Thoughtful AI builds agentic artificial intelligence that automates the revenue‑cycle management workflows powering modern healthcare. Our mission‑driven “Warrior culture” prizes ownership, curiosity, and relentless execution in pursuit of better outcomes for providers and patients. We are backed by world‑class investors and scaling quickly—come write the next chapter with us.

Role Overview

The HR Generalist will be responsible for executing and enhancing day-to-day HR functions, ensuring smooth operational delivery across benefits, payroll, employee experience, compliance, and more. You’ll act as a trusted advisor for our employees and partner cross-functionally to bring clarity, consistency, and care to every people touchpoint.

Key Responsibilities

Employee Lifecycle & Experience

• Oversee onboarding and offboarding processes, ensuring a smooth transition for all employees.
• Conduct exit interviews, analyze trends, and share insights for retention strategies.
• Organize and manage company swag logistics for new hires and special events.

Compensation, Benefits & Payroll

• Administer and maintain benefits programs including health, dental, vision, and wellness offerings.
• Manage payroll operations in collaboration with Finance and external vendors, ensuring accuracy and compliance.
• Process employee expenses and partner with Finance for reimbursement workflows.
• Track and administer time off, leaves of absence, and accommodations (FMLA, parental leave, ADA, etc.).

People Operations & Compliance

• Maintain and update employee records in HRIS (Gusto), ensuring data accuracy.
• Ensure compliance with applicable federal, state, and local employment laws and regulations.
• Own documentation of HR policies and ensure consistent application across the organization.
• Manage internal audits and support HR reporting and metrics.

Performance, Growth & Development

• Support performance review cycles, feedback tools, and goal-setting frameworks.
• Administer promotion processes, maintaining clarity and fairness across levels.
• Partner with managers to support employee development initiatives and career pathing.

Special Projects & Initiatives

• Lead or support cross-functional people-focused projects such as DEI initiatives, policy development, engagement surveys, and more.
• Partner with stakeholders on organizational changes, internal communications, or rollout of new HR technologies and tools.
• Contribute to continuous improvement of People Ops systems and processes.

Qualifications

• Bachelor’s degree in Human Resources, Business Administration, or related field.
• ~5 years of HR generalist experience, ideally in a fast-paced, remote-first, tech-forward organization.
• Working knowledge of employment laws, benefits administration, payroll processes, and employee relations.
• Proficiency with HRIS platforms (e.g., Gusto, Workday, ADP), payroll/benefits systems, and tools like Slack, Zoom, and Notion.
• Excellent interpersonal and communication skills, with a high level of discretion and empathy.
• Strong project management, documentation, and organizational skills.
• HR certification (PHR, SHRM-CP) is a plus.

Why Thoughtful AI

• Impact at scale – empower providers and transform patient experiences.
• Ownership from day one—green‑field L&D program with executive support.
• Hybrid flexibility in vibrant Austin tech scene.
• Competitive compensation, equity, comprehensive health benefits, 401(k), generous PTO policy.
• A Warrior culture that invests in continuous growth and celebrates bold ideas.