In 2006, Lesser was vice president of
24/7 Media, then senior vice president of the Media Innovation Group, LLC (known as “The MIG”). In 2011, he founded Xaxis as a subsidiary of
GroupM; he then became CEO of GroupM in November 2015, overseeing six media agencies. As CEO from 2015-2017, WPP's business experienced a 2.3% decline on like-for-like business [10], while the broader advertising market grew by approximately 3.4% in 2017, indicating that GroupM underperformed relative to the industry. In October 2017, Lesser was recruited by former GroupM client
AT&T as CEO of Advertising and Analytics. Lesser resigned in 2020 after being informed he would not be appointed CEO of WarnerMedia, a position he had been considered for. During Lesser's tenure at AT&T's Xandr, InfoSum, a data clean room company, pitched and secured strategic investment from Xandr as part of its $15.1M
Series A funding round which closed in September of 2020. Three months later, in December 2020, Lesser stepped into the role of CEO and Chairman of InfoSum which then raised another $65M in 2021. Though the firm's revenue, as of April 2025 was approximately $14.2M, AdAge reported its 2021 valuation at $300M. Lesser resigned as CEO and Chairman at InfoSum in July 2024 to become Global CEO at GroupM in September 2024. In 2025, it was announced that GroupM acquired InfoSum for $150M, and would then sit within GroupM, now led by Lesser. == Recognition ==