Thoughtful AI is a trailblazing Series A startup on a mission to redefine the B2B landscape through pioneering AI solutions. With a culture that fosters innovation and excellence, we're making waves in the massive healthcare industry, continuously pushing the envelope of what's possible. We're seeking an elite Technical Recruiter, a tenacious individual who mirrors our pursuit of world-class standards and relentless drive.
Our ecosystem thrives on resilience, ambition, and the ceaseless pursuit of innovation. If you are passionate about making an impact and excel in high-intensity, high-reward environments, Thoughtful AI could be your next arena.
About Thoughtful AI
We are Thoughtful AI — pioneering a new approach to automation for all healthcare providers! Our Fully-Human Capable AI Agents operate within existing healthcare RCM tech stacks to accomplish key tasks currently performed by human employees. The Thoughtful platform combines state-of-the-art technology, including Robotic Process Automation, Optical Character Recognition, Natural Language Processing, and Large Language Models that function in unison to create unparalleled results for RCM departments.
About the Role:
We are looking for a highly experienced, organized, and proactive Senior Executive Assistant to support our CEO and co-founder team. This role is ideal for someone who thrives in a high-growth startup environment, enjoys working with technology and AI, and excels at managing executive operations, logistics, and strategic projects.This role will be primarily CEO-focused (80%), ensuring seamless execution of his schedule, communications, and strategic priorities. The remaining 20% will involve supporting our other co-founder with scheduling, coordination, and communications.
Key Responsibilities:
CEO Support (80%)
- Executive Operations: Manage the CEO’s complex calendar and email communications, making strategic decisions about time allocation and prioritization.
- Meeting Coordination: Schedule and coordinate high-stakes meetings with investors, board members, and key industry partners, including preparation of briefing materials and follow-ups.
- Travel Management: Plan and execute domestic and international travel arrangements, creating detailed itineraries to maximize the CEO’s time and effectiveness.
- Strategic Projects: Drive special projects independently, from research and analysis to implementation.
- Stakeholder Management: Manage relationship dynamics with the internal leadership team and external stakeholders.
- Documentation & Communication: Prepare and review presentations, communications, and other materials for accuracy and alignment with company messaging.
- Board & Compliance Support: Coordinate board meetings and maintain critical company documentation.
- Process Optimization: Anticipate needs and create systems to streamline operations and communication flows.
- Company Events & Offsites: Plan and execute company events and offsites, ensuring seamless logistics, comms, vendor coordination, and scheduling.
- Meeting & Project Support:
- Provide proactive calendar support and make recommendations regarding prioritization, delegation, and organization.
- Contribute to team meetings and offsites by assisting with material production, taking notes, and tracking action items.
- Partner with the CEO to track key project milestones and progress against team and company goals.
Co-Founder Support (20%)
- Manage scheduling, coordination, and email communications for the second co-founder.
- Assist with logistics and planning for key meetings.
- Provide occasional support for special projects as needed.
Required Qualifications:
- 7+ years of Executive Assistant experience, with at least 3 years supporting C-level executives in a fast-paced technology environment.
- Proven experience in a high-growth startup, with a deep understanding of operational efficiency and executive support.
- Strong interest in technology and AI, with a desire to work in an innovation-driven environment.
- Exceptional written and verbal communication skills.
- Strong technical aptitude and proficiency with modern productivity tools and software.
- Experience in planning and executing company events and offsites effectively.
- Ability to anticipate needs, take initiative, and execute with high attention to detail.
- A self-starter who thrives in fast-paced, dynamic environments.
Why Join Us?
- A high-impact role where you’ll work directly with leadership.
- Opportunity to be part of a fast-growing, AI-driven company.
- Fast-paced, collaborative work environment with room for career development.
- Competitive compensation and benefits.
- A culture built on ourWarrior Manifesto.
If you're a proactive, tech-savvy executive assistant with a passion for efficiency, innovation, and event execution, we’d love to hear from you!
Apply now.
California Salary Range $130,000—$150,000 USD
