Breaking Health Podcast

Candid Conversations with Digital Health Innovators & Business Leaders



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Conversations between VCs and entrepreneurs typically occur in boardrooms or coffee shops. In the Breaking Health Podcast, you get a seat at the table. Healthcare VC Stephen Krupa, Managing Director of the Psilos Group, brings his investor insight to revealing conversations with the most disruptive CEOs in healthcare. Listen to understand how these leaders are building the companies – and fostering the cultures – that will change everything.

Accolade Helping Employers to Understand Their Healthcare Needs

November 22, 2017


Following a successful run as a tech entrepreneur and executive, Rajeev Singh heard numerous warnings about joining a healthcare start-up. But Singh, like many, saw the opportunity to affect true change in healthcare too tempting to ignore. Two years ago, he assumed the CEO role at Accolade, a company using all levels of tech to help self-insured employers understand their healthcare needs. In this interview with the Breaking Health Podcast, Singh explains how through a simple phone call Accolade can secure the insights it needs to predict how much healthcare an employee might need in the coming year and beyond. He introduces the Maya Intelligence Engine, which utilizes AI and Machine Learning to assemble data collected in phone calls and other connections between users and its “healthcare assistants” to map out a support plan for individual users. The company also helps patients navigate the complicated healthcare landscape. “What we want to do is remove the guessing game for the consumer,” Singh tells host Steve Krupa, CEO of Healthedge, a software company focused on providing next-generation, business-transforming technology products to the healthcare payor market.


Rajeev Singh



Rajeev Singh is CEO of Accolade, the market leading on demand healthcare concierge for employers, health plans, and health systems. Rajeev joined the company as a board member, investor, and CEO in November, 2015. Today, Accolade has 700 employees focused on driving better outcomes and increased satisfaction for healthcare consumers while delivering incredible savings for payers. Prior to that, Rajeev co-founded Concur (NASDAQ: CNQR), the global leader in travel and expense management, in 1993– just two years after graduating from college. In the twenty years that followed, he worked in nearly every role in the business, culminating in his final role as president, chief operating officer, and board director for the last nine years of his tenure. During that time, the company grew from $60mm in revenues to over $800mm in revenues before eventually being acquired by SAP AG (NYSE:SAP) for $8.3B in 2014.

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Meet Our Host


Healthegy Contributing Host Stephen Krupa is CEO of Healthedge, a software company focused on providing next-generation, business-transforming technology products to the healthcare payor market.

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