About Us

David Sharp, PaySimple's President, joined PaySimple in 2007 and is passionate about helping PaySimple’s customers, employees and investors realize their full potential with the simplicity and flow that PaySimple’s commerce enablement platform brings to the marketplace. David has 21 years of experience in the payments and software industry, including eight years as Vice President of the Western Region for Global Payments. During his career, he has led business development for payment network processing, agent bank and ISO programs, as well as a variety of alternative payment solutions. David served as a non-commissioned officer in the U.S. Army following graduation from the Defense Language Institute and holds a BBA in International Business from the University of Georgia.

In his role as Senior Vice President of Revenue, Cliff is responsible for strategy and customer experience across the Sales, Customer Success, and Customer Care organizations. Cliff joined PaySimple in 2021, bringing 20+ years of commercial leadership experience in SaaS and technology organizations. His previous leadership roles include positions at KORE Software, InVision, and Belkin International. Cliff has built and led high-performing teams, at organizations of various size and scale, in a variety of customer-facing functions. Cliff’s professional passions include coaching and developing business leaders, driving exceptional customer experiences, and building teams and processes that perform at scale. Cliff graduated from the Eller College of Management at the University of Arizona with BS in Business Administration.

As Senior Vice President of Product and Operations, Jim Olson is responsible for product strategy and execution at PaySimple. Jim joined the company in 2012 and leads a team of Product Managers and Designers that are passionate about delivering experiences that help business owners grow their revenue, improve business insights and save time. Jim has over 15 years of experience developing and managing digital products and product teams at startups and growth organizations. He's passionate about building great teams and great products. Jim is a private pilot, served as an NCO in the Marine Corps, and holds a BS in Business Management from Oregon State University.

As Vice President of Sales, Amanda leads sales strategy and execution for new business and key expansion revenue. Amanda joined the company in 2016 and leads a team of business development and sales executives that are passionate about helping small business owners. Prior to PaySimple, Amanda spent 15+ years in hospitality, focusing on exceeding customer expectations and leading high-powered sales teams. She is passionate about professional development for her teams and leveraging operational excellence to exceed goals. Amanda holds a BS in Business Administration and Business Communication from the University of Mary and an MS in International Business from the University of Colorado-Denver.

Jeff Olson is Vice President of Customer Experience at PaySimple, responsible for customer engagement, retention and growth by leading Customer Success and Customer Care for the organization. Jeff joined PaySimple in 2014 and has more than 10 years of leadership experience in technology and customer management. Jeff is passionate about building customer-facing teams, developing leaders, and creating operational excellence to support business growth. Jeff strives to deliver exceptional experiences for customers and partners to support long-term loyalty and customer advocacy. He holds a BA in Political Science from the University of Colorado, Colorado Springs.

Patrick Smyth joined PaySimple in 2014 and is responsible for the overall technical vision and strategy for PaySimple's SaaS and mobile payment solutions. Prior to joining PaySimple, Patrick worked for multiple startups and growth organizations in the Denver area and was an architect and lead at Ricoh USA. With over 15 years of experience, Patrick is well-versed in building and leading distributed teams of software engineers that strive for quality and continuous improvement. Patrick earned a BS in Computer Science from Colorado State University.

Jamie Chomas, Vice President of Integrated Partnerships, joined the company in 2020 to lead PaySimple’s integrated payments channel. The Integrated Partnerships team drives payments success for SaaS companies and their customers with tailored integration solutions. Jamie is a partner-minded leader with expertise in building B2B relationships in fintech and digital payments. She holds a BA in Comparative Literature from Duke University and an MBA in Finance from University of Colorado Leeds School of Business.