This Ex-Doctor Turned Career Regret Into a $2M Business Helping Healthcare Workers Pivot | Entrepreneurship | How We Profit | E9

Young and Profiting (YAP) with Hala Taha: Entrepreneurship and Self-Improvement PodcastWednesday, August 19, 2026

Show Notes

Before Rami Wehbi pivoted into entrepreneurship, he was stuck in a medical career he no longer wanted and $400,000 in student debt. After leaving residency, he gave himself three years to build a new path. In that time, he founded MatchDay Health, a business helping healthcare professionals pivot into non-clinical roles, which is now on track to generate nearly $2 million this year. In this episode, Rami shares how he turned his own career crisis into a profitable high-ticket coaching business and breaks down the pricing, marketing, and sales strategies that helped him scale it.

In this episode, Hala and Rami will discuss:

(00:00) Introduction

(01:05) How MatchDay Health Works

(05:09) Leaving Medicine for Entrepreneurship

(16:10) Startup Failure, Health Tech, and Podcasting

(24:23) How the Company First Started

(32:51) The Current Offer and Business Model

(40:14) Coaching Costs and Profit Margins

(44:20) Scaling Through Paid Ads, Webinars, and Social Media

(1:01:29) Tools and Systems Behind MatchDay

(1:06:45) A SWOT Breakdown of the Business

(1:21:02) Founder Failures and Lessons for Entrepreneurs

Rami Wehbi is a physician-turned-entrepreneur and the co-founder and CEO of MatchDay Health, a career transformation company that helps healthcare professionals transition into non-clinical careers. Before founding MatchDay, he trained in family medicine and later moved into health tech, where he served as VP of Clinical Operations for an AI startup. Rami also hosts The Dream Job Podcast.

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