Careers | EngageSmart


It takes great people to make a great company. We understand how to recruit, retain, and develop team members—these are the key to our success.

Our culture is one of joy, where people know their work has purpose and their individual contributions are valued. 

We Live Our Values, Right Down to Our Organizational Structure

We recognize that our clients and the employees who serve them directly play the most pivotal role in EngageSmart’s ongoing success. That’s why we’ve adopted an Inverted Pyramid organizational structure. We put the people who matter most—our customers, and our employees who serve them—at the top of the pyramid. Our senior management is at the bottom of our organization, but their higher purpose of giving back and spirit of fun bubbles up throughout our organization.


Front Line Team

Support Team

Management Team

Senior Management Team

An environment where everyone can thrive

EngageSmart provides vertically-tailored customer engagement software and integrated payments solutions. Our mission is to simplify customer and client engagement to allow our customers to focus their time and energy on initiatives that improve their businesses and better serve their communities. 

Accelerating the success of health and wellness professionals

SimplePractice is an end-to-end practice management and EHR platform that health and wellness professionals use to manage their practices. SimplePractice serves clinicians throughout their career journey, allowing them to manage their practice development from licensure to private practice.

Billing as a conduit to customer engagement

InvoiceCloud is an electronic bill presentment and payment solution that helps our government, utility, and financial services customers streamline billing, client communications, and collections. 

Fundraising that powers your mission

DonorDrive is a fundraising software platform that helps non-profits, healthcare organizations, and higher education institutions produce more effective virtual events, branded donation campaigns, and peer-to-peer fundraising experiences.

Learn More About Who We Are and What We Do

Every time someone says “it shouldn’t be this hard,” they’re right.