EngageSmart, Inc. (NYSE: ESMT), a leading provider of vertically tailored customer engagement software and integrated payments solutions, is a Gold winner in the Best Place to Work - Large Company category in this year’s Best in Biz Awards, the only independent business awards program judged each year by prominent editors and reporters from top-tier publications in North America.

EngageSmart and its solutions simplify customer and client engagement for over 119,000 customers across the country in the Health & Wellness, Government, Utilities, Financial Services, Healthcare, and Giving spaces. Through solutions SimplePractice, InvoiceCloud, and DonorDrive, EngageSmart helps improve customer engagement so that customers and end-users can have more time in their day. In the past year, EngageSmart has also won the following workplace awards:

• Energage’s 2023 Top Workplaces USA
• Energage’s 2023 Top Workplaces in Technology
• Energage’s 2023 Top Workplaces in Culture Excellence for Employee Well-Being, DE&I Practices, Employee Appreciation, and Professional Development
• Energage’s Top Workplace for Leadership, Innovation, Work-Life Flexibility, Compensation & Benefits, and Purpose & Values 2023
• Silver Stevie Award for Great Employers for Employer of the Year – Software (more than 250 employees) and for Achievement in Workplace Health & Wellbeing

The 13th annual program saw intense competition among more than 600 entries from public and private companies, representing industries and regions across the U.S. and Canada and ranging from some of the most iconic global brands to the most innovative start-ups and beloved local companies. This year’s judges highlighted the winning companies’ breadth and depth of innovation, their novel approaches to employing new technologies, impressive workplace benefits, and employee diversity and inclusion programs, as well as continued community involvement and critical investments in environment and corporate social responsibility programs.

“As our company continues to grow, EngageSmart maintains a people-first culture that inspires our team to do great work for our more than 119,000 customers,” said EngageSmart Chief People Officer Kristen Kenny. “We’re dedicated to fostering professional and personal development, so it’s an honor to be recognized for our commitment to our team by Best in Biz Awards.”

Since the program’s inception in 2011, winners in Best in Biz Awards have been determined by independent judging panels assembled each year from some of the most respected national and local newspapers, TV and radio outlets, and business, consumer, technology, and trade publications in North America. Thanks to the expertise and experience of the editors and reporters serving as judges and the impressive diversity of outlets they represent, Best in Biz Awards judging panels are uniquely suited to objectively determine the best of the best from among the hundreds of competitive entries. The 2023 judging panel included, among others, writers and contributors to Ad Age, Computerworld, Fast Company, Forbes, Inc., Portland Tribune, and Washington Post.

“As in years past, determining winners in some categories was a matter of selecting the very best from among the very good and came down to the smallest details,” said Best in Biz Awards staff. “Each year, the judges are impressed by the innovations, growth, and change emanating from the winning companies and permeating across layers of society, from their employees through clients to local and global communities.”

About EngageSmart

EngageSmart is a leading provider of vertically tailored customer engagement software and integrated payments solutions. At EngageSmart, our mission is to simplify customer and client engagement to allow our customers to focus resources on initiatives that improve their businesses and better serve their communities. EngageSmart offers single instance, multi-tenant, true Software-as-a-Service (“SaaS”) vertical solutions, including SimplePractice, InvoiceCloud, and DonorDrive, that are designed to simplify our customers’ engagement with their clients by driving digital adoption and self-service. As of September 30, 2023, EngageSmart serves 116,200 customers in the SMB Solutions segment and 3,400 customers in the Enterprise Solutions segment across several core verticals: Health & Wellness, Government, Utilities, Financial Services, and Giving. For more information, visit www.engagesmart.com and follow us on LinkedIn.

About Best in Biz Awards

Since 2011, Best in Biz Awards has been the only independent business awards program judged by a who’s who of prominent reporters and editors from top-tier publications from North America and around the world. Over the years, judges in the prestigious awards program have ranged from Associated Press to the Wall Street Journal and winners have spanned the spectrum, from blue-chip companies that form the bedrock of the global economy to some of the world’s most innovative start-ups and nimble local companies. Each year, Best in Biz Awards honors are conferred in two separate programs: North America and International, and in 100 categories, including company, team, executive, product, and CSR, media, PR and other categories. For more information, visit: http://www.bestinbizawards.com.

Forward-Looking Statements

Certain statements in this release are “forward-looking statements” within the meaning of the Private Securities Litigation Reform Act of 1995 and are based on current expectations and assumptions that are subject to risks and uncertainties. All statements contained in this news release that do not relate to matters of historical fact should be considered forward-looking statements, and are generally identified by words such as “expect,” “intend,” “anticipate,” “estimate,” “believe,” “future,” “could,” “should,” “plan,” “aim,” and other similar expressions. These forward-looking statements include, but are not limited to, statements regarding anticipated financial performance and financial position, including our financial outlook for the first quarter and full year 2023 and thereafter, and other statements that are not historical facts. These forward-looking statements are neither promises nor guarantees, but involve risks and uncertainties that may cause actual results to differ materially from those contained in the forward-looking statements. Our actual results could differ materially from those anticipated in these forward-looking statements for many reasons, including, but not limited to, the following: our inability to sustain our rapid growth; failure to manage our infrastructure to support our future growth; our risk management efforts not being effective to prevent fraudulent activities; inability to attract new customers or convert trial customers into paying customers; inability to introduce new features or services successfully or to enhance our solutions; declines in customer renewals or failure to convince customers to broaden their use of solutions; inability to achieve or sustain profitability; failure to adapt and respond effectively to rapidly changing technology, evolving industry standards and regulations and changing business needs, requirements or preferences; real or perceived errors, failures or bugs in our solutions; intense competition; lack of success in establishing, growing or maintaining strategic partnerships; fluctuations in quarterly operating results; future acquisitions and investments diverting management’s attention and difficulties associated with integrating such acquired businesses; general economic conditions (including inflation and rising interest rates), both domestically and internationally, as well as economic conditions affecting industries in which our customers operate; the war in Ukraine; concentration of revenue in our InvoiceCloud and SimplePractice solutions; COVID-19 pandemic and its impact on our employees, customers, partners, clients and other key stakeholders; legal and regulatory risks; and technology and intellectual property-related risks, among others. Other important risk factors that could affect the outcome of the events set forth in these statements and that could affect the Company’s operating results and financial condition are discussed in Item 1A of our Annual Report on Form 10-K for the year ended December 31, 2021, and our subsequent Quarterly Reports on Form 10-Q, as updated by our future filings with the Securities and Exchange Commission (“SEC”). Such statements are based on the Company’s beliefs and assumptions and on information currently available to the Company. The Company disclaims any obligation to publicly update or revise any such forward-looking statements as a result of developments occurring after the date of this document except as required by law.

Disclosure

We disclose information to the public concerning EngageSmart, EngageSmart’s products and services, and other items through a variety of disclosure channels in order to achieve broad, non-exclusionary distribution of information to the public. Some of the information distributed through these disclosure channels may be considered material information. Investors and others are encouraged to review the information we make public in the locations below.* This list may be updated from time to time.

*For information concerning EngageSmart and its products and services, please visit: www.engagesmart.com

*For information provided to the investment community, including news releases, events and presentations, and SEC filings, please visit: investors.engagesmart.com/overview/default.aspx

*For information provided to the media, including news releases, please visit: investors.engagesmart.com/news/default.aspx

*For additional information, please follow EngageSmart’s social media accounts: www.twitter.com/engagesmartinc, www.facebook.com/EngageSmartInc, and www.linkedin.com/company/engagesmart

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