Scott Ragusa

Meet Scott Ragusa

WinterWyman Scott Ragusa

Scott Ragusa

Year started recruiting


Boston 781.530.3046 | New York 212.589.5352






As Chief Executive Officer of WinterWyman, Scott Ragusa leads the firm’s planning initiatives, chairs the executive team and oversees the strategic direction and daily operations of WinterWyman's contract staffing and contingency search businesses. Scott also serves on WinterWyman’s board of directors.

Scott began his WinterWyman tenure in 1999 in the firm’s Accounting and Finance contract staffing business in New England. Through his leadership, Scott strengthened and grew that business, and went on to oversee and build several other practice areas in the organization. His successful sales experience, stellar leadership talents and dedication to the company set the stage for his elevation to CEO.

Prior to joining WinterWyman, Scott worked at two national staffing firms. He has a Bachelor of Science from Merrimack College in North Andover, Massachusetts where he took full advantage of the College’s coop program and got early exposure to business and sales. 

Scott is actively involved in the community, both in and outside of staffing. He is a current member and former Board Member of the Massachusetts Staffing Association, and a member of the American Staffing Association and TechServe Alliance.

In 2018, Scott participated in the “Real Men Wear Pink” campaign where men in leadership raise money and awareness to help fight breast cancer. Scott was the top fundraiser in Boston, where he raised more than $25,000.

A Little About Me

The one piece of advice I always give to employers or job seekers is: 

Always send thank you notes. Ideally an email the day of the interview and a written note mailed the same day as well. Then you will be on the hiring manager's mind the day they met you and two or three days later after they have met the competition.

The biggest mistake I see employers or job seekers make is: 

Ignoring the cover letter. As an employer it helps you understand their written communication skills and as a job seeker it helps separate you from the pack.

The favorite part of my job is: 

Helping individuals and client companies grow.

My personal interests are: 

Each year my father and I visit a different ballpark to see the Red Sox play. The list so far is: Baltimore, Toronto, Chicago (White Sox), Houston, Seattle, Philadelphia and Chicago (Cubs). I am also an avid gardener, and against my wife's wishes I am trying to grow palm trees in my yard (with mixed success).