Nikhil Krishnan is the founder and 'Thinkboi' behind Out-of-Pocket, a healthcare newsletter and education platform that makes the bewildering business of American healthcare funny, accessible, and actually worth reading. A Brooklyn-based writer, creator, and early-stage investor, Krishnan grew up in a family of physicians and parlayed a career in healthcare research at CB Insights and clinical trial partnerships at TrialSpark into one of the most original media brands in health tech - one that includes a newsletter with 30,000+ subscribers, educational crash courses, a medical bankruptcy card game, a children's book about clinical trials, hackathons, and a scout fund backing early-stage healthcare startups.
Wayco is a New York-based AI operator built for the medlegal industry, automating the full lifecycle of personal injury and medical-legal cases from first intake call to settlement. Founded by 19-year-old Tajikistani prodigy Iqbol Temirkhojaev - who had his first VC-backed startup at 13, his first exit (to the United Nations) at 14, and a software patent at 15 - Wayco uses voice AI and intelligent case coordination to replace the days of phone calls and paperwork that currently define medical case management. Backed by Y Combinator (W26) with $500K in seed funding, the company is positioning itself not just as a software vendor but as an AI-native law firm that expands access to justice for Americans.
Wedge is the operating system for healthcare AI agents - think Palantir, but for hospitals and health plans. Founded in 2025 and backed by Y Combinator (S25), Wedge helps healthcare organizations deploy, govern, and scale AI agents that automate back-office work like medical records retrieval, claims management, payment reconciliation, and medical coding. With forward-deployed engineering embedded inside health institutions, Wedge doesn't just sell software - it builds, monitors, and maintains AI products permanently inside its customers.
YouShift is building the operating system for hospital workforce management - an AI-powered platform that automates shift scheduling, swap management, and compliance tracking for healthcare teams. Founded by three Harvard alumni, the company targets the massive inefficiency in hospital staffing: full-time administrators juggling spreadsheets, chaotic last-minute coverage, and staff burnout from unfair schedules. With 1,000+ doctors already on the platform across Europe and the US, YouShift is turning hospital scheduling from a daily fire-fight into a background process - so clinicians can focus on patients, not paperwork.