Matt Goodman

Matt Goodman’s entrepreneurial story started off as a bit of a choose-your-own-adventure, he said. He worked on Wall Street with dreams of being a stockbroker, but quickly learned this was not his path. He shifted gears to investment banking and through connections and friendships, found the opportunity to start a new venture in the direct marketing space, and co-founded Digital Media Solutions.

“Once this venture began, I quickly noticed that I had a natural drive to create and innovate, which didn’t align with a life on Wall Street,” said Goodman. “I found that I enjoyed the freedom to ask questions and challenge standard operating procedures to find better ways of doing things.”

Digital Media Solutions Inc. (DMS) drives better business results by connecting high-intent consumers with advertisers across its core verticals; insurance (auto, home, health), education, and consumer/e-commerce. The company’s innovative solutions help consumers shop and save while helping its advertisers achieve above-average returns on ad spend.

Under Goodman’s leadership, the firm navigated 15 acquisitions in a matter of four years, took on private equity and went public. The firm also fortified its cybersecurity measures.

“Passion is the ultimate fuel for an entrepreneur. It breathes life into resilience in the face of failures,” he said. “It creates infectious enthusiasm that pushes boundaries and attracts like-minded and driven people in a collaborative environment.”

Goodman’s passion and success in the industry led to recognition by Inc. Magazine as one of the best led companies list in 2021 and the 2018 chief information officer of the year award from the Tampa Bay Business Journal.

“Matt exemplifies what it means to be a Titan in the tech industry. His visionary leadership, deep industry knowledge, and commitment to excellence have markedly influenced the landscape of digital marketing and cybersecurity,” said his staff. “His contributions not only secure the present but also pave the way for a safer and more innovative future.”

According to Goodman, leaders need to embrace chaos and take risks, which are vital for innovation and growth. “Leaders should not be afraid to push past their comfort zones or what is considered normal; this is where true progress happens,” he said. “I’m reminded of the TV show “Ted Lasso,” where the main character wisely says, ‘Be curious.’ Asking questions and attacking worthwhile pursuits with hard work and maximum effort can lead to significant breakthroughs.”