About ShopKeep

23,000+ Customers Nationally
289+ million transactions annually
#1 Customer Rated iPad POS

ShopKeep puts your cash register on an iPad. It’s intuitive and easy to use. We were founded by a merchant, so we know simple, powerful solutions beat complicated bells and whistles every time. With ShopKeep, you can accept any form of payment and you get essential features like automatic inventory tracking, employee management and real time sales reporting anytime, anyplace.

Our mission is simple:

Empower independent business owners to dream big and fight smart.

The Sheep Shoppe
A cozy, colorful yarn shop
The Juice Box
A hip, laid-back juice bar
Sydney's
A warm, charming restaurant and catering company
The Stand Branford
A hybrid farmer's market, food truck, restaurant, and bar

The ShopKeep Story

2008

ShopKeep was born in NY
2010

Apple launched the iPad and we moved our software from desktop to tablet
2013

ShopKeep reached 100 employees
2014

We opened new offices in Belfast, Northern Ireland and Portland, OR
2015

Acquired Payment Revolution and launched integrated payment processing
2016

ShopKeep was ranked #116 on the Deloitte Fast 500 Fastest Growing Tech Companies in North America

ShopKeep Leadership

Michael DeSimone

President and CEO

Michael DeSimone
President and CEO
Michael is a global chief executive, with more than 25 years of experience working within the financial services and technology industry. As President and CEO at ShopKeep, Michael leads strategy to sustainably grow and scale the business, which processed more than $5.5 billion in transactions in 2016. 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. Michael has also earned recognition on the Smart CEO's Future 50 list in 2015 and was named as an Ernst & Young Entrepreneur of the Year.
John Baule

Chief Financial Officer

John Baule
Chief Financial Officer
At ShopKeep, John oversees the company's finance, legal and human resource functions and also leads its international expansion efforts. John is a CPA and an eCommerce veteran, with over 25 years of experience in the Finance Industry. John started his career with Peat Marwick and then spent nearly 10 years with Bristol-Myers Squibb, primarily working in the Asia Pacific region. He was also COO and CFO for K12 (NYSE:LRN), helping to build the infrastructure necessary to support the edtech company's rapid growth and its initial public offering in 2007. Most recently, Baule helped to lead ChannelAdvisor (NYSE:ECOM), a leading SaaS platform company, through their successful IPO.
Etie Hertz

Chief Revenue Officer

Etie Hertz
Chief Revenue Officer
At ShopKeep, Etie leads the company's sales strategy across payments and point of sale. He is the co-Founder and former CEO of Payment Revolution, a payment processing company offering customized payment solutions for small and medium sized retailers and businesses across North America. Previously, he practiced private equity and M&A law at two multinational law firms based out of New York City.
Andrew Gorrin

Chief Marketing Officer

Andrew Gorrin
Chief Marketing Officer
Andrew is passionate about the small business industry with over 13 years of experience in advocating for small business. Andrew started his career with Brodeur Worldwide, and spent five years with American Express in senior positions focused on customer engagement and acquisition for its small business division, OPEN. He was also a Senior Manager at Dove Consulting, where he led client engagements focused on the retail financial service sector. Prior to joining ShopKeep, Andrew served as the Senior Vice President for Marketing at web.com, leading the company's customer acquisition strategy, its cross-sell and upsell programs, its inside sales team and managing the product portfolio for its custom website and social media product lines.
Daniel Rolnick

Chief Technology Officer

Daniel Rolnick
Chief Technology Officer
At ShopKeep, Daniel leads the company's strategy across key technology initiatives, aligning technology-related decisions with the company's strategic vision. Prior to joining ShopKeep, Daniel served as Chief Technology Officer for Yodle, an online marketing service that helps local businesses build a strong online presence. Daniel spent the eight years prior at Barclays Capital working on POINT, a SaaS platform for 200 of the largest global investment portfolio managers, where he held the position of Head of POINT Application. Daniel received his Bachelor of Science in Computer Science with honors from the Georgia Institute of Technology and is also a member of Forbes' Technology Council.
Crystal Caligiuri

SVP of Operations and Customer Care

Crystal Caligiuri
SVP of Operations and Customer Care
At Shopkeep, Crystal is charged with leading our award winning customer care team and operations. Crystal brings with her over 10 years of experience, focused in luxury and technology. Crystal was formerly EVP at Shoptiques, an online marketplace for global boutiques. Prior to that she held many high profile roles at Gilt Groupe, focused on growth of customer experience, supply chain, real estate, strategy and planning, project management, purchasing and merchandising operations. She was also in charge of launching Gilt's international operations in 2011. Crystal has an MBA from Columbia Business School and an B.S. in Economics from the University of Pennsylvania.
Mike Sommers

SVP of Product Management

Mike Sommers
SVP of Product Management
At ShopKeep, Mike leads the expansion of the features and capabilities of ShopKeep's point-of-sale system. Mike has more than 21 years of experience working within the online software space. He started his career with Blue Marble ACG, then spent seven years at AOL as Vice President of Product Development. Mike also led the development of online solutions for small business while as Chief Product Officer at WeWork and as Senior Vice President of Product at Booker. Most recently, Mike served as Senior Vice President of Product at Beatport, the leading online distributor of electronic music, where he led the company's transition to a consumer-facing platform following its acquisition by SFX Entertainment.