CEO, ShopKeep

Mike DeSimone

Mike DeSimone

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Michael DeSimone is the President and CEO of ShopKeep, the cloud-based technology solution that transforms an iPad into a connected cash register and is used by more than 23,000 small businesses. ShopKeep was developed and designed for small business owners, by small business owners to give independent retailers and restaurants access to sophisticated operations management technology without the high level of costs and complexity traditionally associated with point of sale systems. ShopKeep enables business owners to tap into powerful insights that can enhance their operations and improve their bottom line.

Michael is a global chief executive, with more than 25 years of experience working within the financial services and technology industry. Prior to joining ShopKeep, Michael was President and CEO of Borderfree, where he was responsible for the overall strategic direction including the company’s transformation from an online currency conversion service to a provider of global ecommerce solutions. He led the company through their successful IPO in 2014 and its sale to Pitney Bowes in 2015.

As President and CEO at ShopKeep, Michael leads strategy to sustainably grow and scale the business, which has processed more than $6 billion in transactions in 2015. ShopKeep has over 275 employees and has raised over $72 million in funding.