Bob Bennett is the Founder and CEO of EngageSmart, a company dedicated to simplifying client and customer engagement through innovative SaaS solutions. With over 30 years of experience in technology and a track record of successful ventures, Bennett has led EngageSmart to become a profitable growth company serving various vertical industries. His leadership has been instrumental in driving the company's mission to create seamless interactions between businesses and their customers.
Who is the CEO of EngageSmart?
With a career spanning over three decades, Bob Bennett has established himself as a prominent figure in the technology sector. He is the founder and CEO of EngageSmart, a company he launched in 2020 to provide SaaS solutions that enhance client and customer engagement. Bennett's entrepreneurial journey began in 1988 with the founding of MicroFridge, Inc., followed by the creation of Invoice Cloud in 2008. His leadership has been pivotal in driving EngageSmart's growth, making it a profitable entity that serves various vertical industries through innovative software and e-commerce solutions.
Work History
Bob Bennett's extensive career in the technology and financial sectors is marked by a series of leadership roles across various companies. Here is a detailed look at his work history:
- SimplePractice, InvoiceCloud - Member Board of Directors (2024)
- EngageSmart - Chief Executive Officer (2020 to 2024)
- Invoice Cloud - CEO (2009 to 2024)
- Sage Payment Solutions - President (2001 to 2008)
- Verus Financial Management - Division President (2002 to 2005)
- MIC, Inc. Systems Integrator - President (1998 to 2000)
- MicroFridge, Inc. - CEO (1988 to 1998)
- Star Technologies - Director of Sales, Eastern Region (1983 to 1988)
Education History
Bob Bennett's educational journey began at the University of Maine, where he earned a Bachelor of Arts in Applied Math and Computer Science from 1974 to 1977. Following this, he pursued a Master of Science in Engineering Management at Northeastern University, completing his studies between 1979 and 1983. This strong academic foundation in both technical and managerial disciplines has undoubtedly contributed to his successful career in the technology and financial sectors.
When did Bob Bennett join EngageSmart?
Bob Bennett founded EngageSmart in 2020, taking on the role of Chief Executive Officer from the company's inception. His leadership has been pivotal in steering the company towards its mission of simplifying client and customer engagement through innovative SaaS solutions. As of 2023, Bennett has been with EngageSmart for approximately three years, during which time he has overseen significant growth and development within the company.