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Executive Leadership Team

Scott Wick Headshot

Scott M. Wick

Founder & Chief Executive Officer

Scott founded Highstreet in June of 2018 with a vision to help create stronger and more resilient communities.

Scott founded Highstreet in June of 2018 with a vision to help create stronger and more resilient communities. Prior to forming Highstreet, Scott was the President of The Fedeli Group in Cleveland, Ohio. Previously, he was the Executive Vice President and Chief Sales Officer of Hub International Midwest in Chicago, Illinois. Scott is a graduate of the University of Wisconsin-Madison and has an M.B.A. from the University of Notre Dame’s Mendoza College of Business.

Scott Goodreau Headshot

Scott W. Goodreau

President & Chief Growth Officer

Scott joined Highstreet in 2020 with a drive to improve the client experience and to drive growth.

Scott joined Highstreet in 2020 with a drive to improve the client experience and to drive growth. Scott leads all growth teams, including regional and business segment leadership, sales and brand.Prior to joining Highstreet, Scott was the Chief Operating Officer in the US for SCM Insurance Services and had also served as the Chief Sales Officer at Hub International in Chicago, Illinois.He is a graduate of Boston College, has an M.B.A. from Northwestern University’s Kellogg School of Management and a J.D. from Harvard Law School.

James Hutchinson Headshot

James Hutchinson

Chief Marketing Officer & President, Agency Services

James joined Highstreet in 2022 with a passion for executing on innovative growth and retention strategies.

James joined Highstreet in 2022 with a passion for executing on innovative growth and retention strategies. James leads all market relationships and insurance marketing initiatives. He also works with regional leadership to develop local strategies and plans. Prior to joining to Highstreet, James was the Chief Marketing Officer & President of Commercial Lines at Hub International Northeast in New York. Previously, he also worked for Navigators Group. James is a graduate of Hobart and William Smith Colleges.

Emma Riza Headshot

Emma Riza

Chief Operating Officer

Emma joined Highstreet in 2021 with a vision to build the best partner agency experience.

Emma joined Highstreet in 2021 with a vision to build the best partner agency experience. She leads all operational teams to ensure an effortless and efficient integration process. She also co-leads M&A execution initiatives. Prior to joining Highstreet, Emma was Vice President of Strategy Consulting and Corporate Development at CNA Insurance Company in Chicago, Illinois and London. She also had served as Vice President of M&A at AON Benfield Securities. Emma is graduate of Kings College London with a BSc in Mathematics.

Robert Sajdak Headshot

Robert Sajdak

Chief Legal Officer

Robert joined Highstreet in 2022 with a focus on how agencies can grow to support and protect their clients.

Robert joined Highstreet in 2022 with a focus on how agencies can grow to support and protect their clients. Robert leads all legal, regulatory and compliance matters at Highstreet. Prior, Robert was Vice President & Assistant General Counsel at Hub International. Robert is a graduate of Illinois State University and has a J.D. from Chicago-Kent College of Law.

Jim Scott Headshot

Jim Scott

Chief Human Resources Officer

Jim joined Highstreet in 2024 with over 20 plus years of experience in senior leadership and human resources roles.

Jim joined Highstreet in 2024 with over 20 plus years of experience in senior leadership and human resources roles, Jim brings a wealth of expertise in talent management, organizational development, and employee engagement.

Prior to joining Highstreet, Jim held key global HR leadership positions. His prior roles included CHRO for Avoka an Australian Fintech company and Casey Industrial a Denver based national industrial contractor company, where he has demonstrated a strong track record of building great teams and driving results.

His passion is in building a high-performing culture where teams can thrive and make a meaningful impact.

Karl Sherrill Headshot

Karl Sherrill

Chief Revenue Officer

Karl joined Highstreet in 2021 with a passion to enable others to find the best possible version of themselves and to lead ...

Karl joined Highstreet in 2021 with a passion to enable others to find the best possible version of themselves and to lead conversations that empower organizations to achieve their true potential. Karl is focused on driving organic growth and building a Highstreet sales culture. He also works with all agencies in the Southeast region. Prior to Highstreet, Karl was a Vice President with Marsh & McLennan Agency and led their National Manufacturing Industry Practice. Karl is a graduate of North Carolina State University and also earned an M.B.A from Elon University.

David Tuit Headshot

David J. Tuit, CPA

Executive Vice President & Chief Financial Officer

Dave joined Highstreet in 2019 with a passion to develop an organization that supports and attracts the best insurance agencies and talent.

Dave joined Highstreet in 2019 with a passion to develop an organization that supports and attracts the best insurance agencies and talent. Dave is responsible for finance, capital management and shareholder relations. He also co-leads our M&A execution initiatives. Prior to joining Highstreet, David was the Chief Financial Officer at Acrisure. Previously, he was a Director at Amway. David is a graduate of Calvin University and has also participated in Executive Leadership through Thunderbird School of Management.

Angela Williams Headshot

Angela Williams

Chief Brand & Innovation Officer

Angela joined Highstreet in 2021 with a vision to deliver a delightful client experience and to position Highstreet for the future.

Angela joined Highstreet in 2021 with a vision to deliver a delightful client experience and to position Highstreet for the future. Angela is responsible for the corporate brand, communications, go-to-market strategies, and innovation. Prior to joining Highstreet, Angela was the Chief Marketing Officer at Donnelley Financial Solutions. Previously, she was the Chief Marketing Officer at Hub International in Chicago, Illinois. Angela is a graduate of Monash University, in Melbourne, Australia.

Business Segment Leadership Team

Brian Clifford Headshot

Brian Clifford

Vice President & National Segment Leader, Executive Risk

Brian joined Highstreet in 2021with a passion to deliver customized products to clients, protecting their greatest assets and ensuring their futures.

Brian joined Highstreet in 2021with a passion to deliver customized products to clients, protecting their greatest assets and ensuring their futures. Brian is responsible for solutions in the areas of management, professional and cyber liability. Prior to joining Highstreet, Brian was at Intact Specialty Solutions (formerly One Beacon). Previous to that, he spent nearly a decade at Hiscox USA in a variety of roles, including National Product Head for management liability. Brian is a graduate of the University of Wisconsin-Madison.

Brian C Hirko Headshot

Brian C. Hirko

Vice President & National Segment Leader, Employee Benefits

Brian joined Highstreet in 2018 with a drive to help build healthy communities. Brian is responsible for employer health & welfare strategies and solutions.

Brian joined Highstreet in 2018 with a drive to help build healthy communities. Brian is responsible for employer health & welfare strategies and solutions. Prior to joining Highstreet Insurance Partners, Brian spent 20 years at Mercer, where he held various leadership roles in the northeast. Brian is a graduate of Villanova University.

Damian Testa Headshot

Damian Testa

Vice President & National Segment Leader, Specialty Group

Damian joined Highstreet in 2022 with a drive to create and cultivate our specialty practices and solutions.

Damian joined Highstreet in 2022 with a drive to create and cultivate our specialty practices and solutions. Prior to joining Highstreet, Damian was Senior Vice President of Insurance and Risk Management Advisory Services at Healthcare Risk Advisors. Previous roles include President of New York Retail Operations at Hub International, and the Co-Founder of RDT Brokerage in New York City. Damian is a graduate of Ramapo College.