20/20 Foresight Acquires Winter Street Search, Expanding Financial Services Practice

Lisa DeConto and Scott Vierra Join as Co-Presidents of Asset & Wealth Management

CHICAGO, May 15, 2025 /PRNewswire/ -- 20/20 Foresight Executive Talent Solutions, a nationally recognized retained executive search firm specializing in real estate and financial services, is proud to announce its acquisition of Winter Street Search, a boutique retained executive search firm with deep expertise in the financial services sector.

This strategic acquisition marks a major milestone in 20/20 Foresight's continued growth and further strengthens its commitment to delivering exceptional executive search services to the financial services industry.

As part of the integration, Lisa DeConto and Scott Vierra, Managing Partners of Winter Street, have joined 20/20 Foresight as Co-Presidents of Asset & Wealth Management. Together, they bring decades of experience, strong industry relationships, and a proven track record of representing premier asset and wealth management firms across both public and private markets. Their combined expertise strengthens 20/20 Foresight's ability to help clients navigate today's increasingly complex and competitive talent landscape.

DeConto, based in Boston, is an accomplished executive recruiter and certified leadership coach with more than 20 years of experience. Prior to co-founding Winter Street Search, she held leadership roles at Odgers Berndtson, Russell Reynolds Associates, and Heidrick & Struggles. She also served as Managing Partner of 76 Search Partners (formerly 75 Search Partners), a firm she co-founded with Vierra that was later acquired by Heidrick & Struggles. Earlier in her career, DeConto spent 12 years in trading and investment research sales, giving her a unique and valuable perspective on the financial services industry.

Vierra, also based in Boston, brings more than two decades of executive recruiting experience, having partnered with some of the world's leading investment managers. Before co-founding Winter Street, he led investment recruiting for Liberty Mutual Investments, a division of global insurance leader Liberty Mutual. He also held senior talent acquisition roles at BNY Mellon, Putnam Investments, Gartner, and Heidrick & Struggles, and served as Managing Partner of 76 Search Partners, which he co-led with DeConto.

"We are excited to welcome Lisa and Scott to the 20/20 Foresight team," said Robert Peck, President of 20/20 Foresight. "The acquisition of Winter Street and addition of these knowledgeable industry leaders are a testament to our deep commitment to the financial services sector. Lisa and Scott's extensive experience and industry insight will further elevate the value we deliver to our financial services clients."

The integration of Winter Street further strengthens 20/20 Foresight's already robust platform. With more than 30 years of experience placing top talent across real estate and financial services, the firm continues to invest heavily in digital innovation. Its proprietary tools — including advanced data analytics, AI-driven insights, and the exclusive Executive Search Research Assistant (ESRA) platform — accelerate the search process and deliver unmatched precision in candidate identification and evaluation.

"With this acquisition, 20/20 Foresight reinforces its position at the forefront of executive search," said Bob Cavoto, Co-Chairperson & CEO of 20/20 Foresight. "By combining deep industry expertise with advanced technology, we are uniquely equipped to address the evolving demands of our clients in today's dynamic market."

About 20/20 Foresight Executive Talent Solutions 

Founded in 1994, 20/20 Foresight Executive Talent Solutions is a full-service talent advisory firm that specializes in real estate and financial services. The firm's core offering includes Executive Search, Organizational Consulting, and Executive Marketing & Job Finding. Through this platform, 20/20 Foresight helps clients achieve a high-functioning organization in which talent, process, and structure are aligned with strategic goals. Additionally, the firm works with select, highly qualified executives to navigate and advance their careers. 20/20 Foresight features career consultants who are industry experts, as well as a data-driven process, sophisticated technology platform, and the industry's best database. 20/20 Foresight has 13 offices nationwide and more than 50 consultants. The firm was recently ranked #15 by Forbes on its 2025 list of America's Best Executive Recruiting Firms, marking the ninth consecutive year on this prestigious list. 

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SOURCE 20/20 Foresight