Rajeev Singh is Chief Executive Officer at Accolade, the leading technology-enabled consumer healthcare engagement services company for large employers, payers and provider organizations.

Singh was most recently co-founder, president and chief operating officer of Seattle-based Software-as-a-Service (SaaS) travel and expense management firm Concur, the eighth-largest SaaS company in the world.

Singh co-founded Concur, the global leader in travel and expense management, in 1993. His early years in the company were focused in the product management and development organizations. In the 20 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 timeframe, the company grew from $60mm in revenues to over $800mm in revenues before being acquired by SAP AG for $8.3 billion in 2014.

He graduated from Western Michigan University with a BSE. Today, Singh serves on the board of Avalara, a top provider of cloud-based tax compliance automation for businesses; Apptio, a SaaS technology business management solutions provider; Amperity, the world’s only Intelligent Customer Data Platform; Seattle Children’s Hospital Foundation, a not-for-profit corporation that raises funds to help every child live the healthiest and most fulfilling life possible.

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Season 2


At 23-years-old, Rajeev Singh co-founded the leading global travel and expense management firm, Concur. After 20 years working at and scaling the business, Rajeev left in search of a new endeavor that would give him a greater sense of impact and mission. Rajeev’s new venture, Accolade, seeks to reinvent how employees use their benefits and healthcare resources. In an often messy and confusing healthcare system, Rajeev’s mission is to personalize accessibility and drastically improve the experience of healthcare users.

Rajeev shares his experience with local volunteering and campaign opportunities like All In Seattle, which launched early in the pandemic and encouraged business owners to put their unused business expenses back into the community. On this week’s episode of Start Small, Dream BIG, tune in to learn about Rajeev’s entrepreneurial drive and why he sees company culture and bringing a positive impact to the community as essential factors to building a successful business. 


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