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 OverviewWe are seeking an experienced Learning & Development Specialist to design and deliver onboarding and continuous‑learning programs that empower our Warriors to master Revenue Cycle Management (RCM) for healthcare, Agentic AI concepts, and our unique culture. You will be the first dedicated L&D hire, owning the full content lifecycle—from needs analysis through design, production, and measurement—while partnering closely with Operations, Engineering, Compliance, and People teams.
What You’ll Do- Build the onboarding experience—develop all onboarding materials (presentations, job aids, checklists) and lead live onboarding sessions, crafting bespoke tracks for Engineering, Product, and Customer Success teams while ensuring day‑one confidence in Thoughtful AI’s mission, product, and culture.
- Design modular learning paths that deepen knowledge in healthcare RCM, agentic AI, and compliance best practices including certifications for required learning.
- Develop multimedia courseware (e‑learning, video, live workshops, micro‑learning) using standard LMS tools plus Canva, Notion, and Google Workspace.
- Configure & administer our LMS, establishing standards, learning journeys, reporting, and badging.
- Collaborate with SMEs (product, clinical, compliance) to translate complex domain expertise into engaging, outcomes‑based content.
- Measure program impact using Kirkpatrick/Phillips or similar frameworks; iterate based on data.
- Champion Warrior culture, weaving our values into every module and reinforcing them in live facilitation.
- Stay current on RCM regulations, HIPAA, and emerging AI governance to ensure content integrity.
- 5+ years designing, developing, and delivering learning programs in fast‑growing tech or healthcare settings.
- Demonstrated skill with at least one leading Learning Management System (e.g., Docebo, TalentLMS, LearnUpon, Moodle).
- Proficient in instructional design methodologies (ADDIE, SAM, or similar) and adult‑learning principles.
- Advanced user of Google Workspace, Notion, and Canva for content creation and collaboration.
- Track record of crafting blended curricula (self‑paced, ILT/VILT, micro‑learning, job aids).
- Strong project‑management chops; comfortable running multiple builds simultaneously.
- Engaging facilitator who can translate technical/clinical concepts for diverse audiences.
- Nice‑to‑Have: Experience with healthcare compliance (HIPAA, CMS), RCM operations, or AI/ML education.
- 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.
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What We Do
We are Thoughtful AI – pioneering a new approach to automation for all healthcare providers! Our Fully-Human Capable AI Agents operate within your existing RCM tech stack to accomplish key end-to-end tasks currently performed by human employees. The Thoughtful AI platform utilizes state-of-the-art technology, including Robotic Process Automation, Optical Character Recognition, Natural Language Processing, and Large Language Models.
Customers love Thoughtful because of our...
- White-glove service and world-class implementation team
- Vendor consolidation: one platform, all departments, reduce tool and vendor spend
- Custom-built platform for your organization: we optimize your current system stack, saving you millions from costly system migrations
- ROI obsessed
- Performance-based contracting: refund and value guarantees
- We integrate with all applications in the cloud and on-prem
Message us today to start your Thoughtful AI journey









