2026 Power 50: Drew Andrews

Drew Andrews

CEO

Whittlesey

Industry: Accounting, Tax & Advisory Services

No. of employees: 170

Annual revenue: $42 million

Education: Bachelor’s degree in business administration, Bryant University

Birthplace: Hartford

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Drew Andrews, CPA, has served as managing partner and CEO of Whittlesey since 2008, overseeing the firm’s strategic direction and operations. During his tenure, Whittlesey has expanded to three offices in Connecticut and Massachusetts and significantly increased its scale, while maintaining a focus on advisory and assurance services for nonprofit, real estate, manufacturing and closely held business clients.

Over the past year, Andrews said the firm expanded its advisory capabilities in areas including cybersecurity, HR advisory and outsourced accounting, while deploying artificial intelligence tools for specific tasks across tax, audit and advisory practices. He said the goal has been to enhance service delivery and respond to increasingly complex client needs through a combination of technology, professional judgment and industry experience.

Looking ahead, Andrews said the rapid adoption of AI and automation presents both opportunities and challenges for the accounting profession, particularly as firms navigate ongoing talent shortages.

What qualities are most essential for effective leadership today?

Effective leadership today requires adaptability, transparency and empathy. Leaders must navigate change while maintaining a clear vision and strong values.

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Listening, mentoring and empowering others are essential, as is making thoughtful decisions in uncertain environments. Above all, trust and authenticity are vital to building strong teams and lasting organizations.

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What do you value most about living or doing business in Connecticut?

Connecticut offers a strong balance of talent, community and access. The state’s skilled workforce, proximity to major markets and civic engagement make it an excellent place to live and do business.

I also value the close-knit business community, where collaboration and long-term relationships drive success.

What is one change that would make Connecticut more competitive economically?

Connecticut has made progress in fostering innovation and collaboration, and building on this momentum will further strengthen the state’s economic competitiveness.

Expanding public-private partnerships that support small and midsize businesses, especially in workforce development, technology adoption and entrepreneurship, can accelerate growth. The state’s ability to unite government, business and educational institutions is a key strength, and expanding these efforts will help Connecticut remain a vibrant place for business investment and innovation.

Book recommendations: “Grit: The Power of Passion and Perseverance” by Angela Duckworth; “The Power of Habit” by Charles Duhigg; “The Time to Win: How to Exceed Customers’ Need for Speed” by Jay Baer; “Why People Fail” by Siimon Reynolds

Go-to news media outlets: Reuters, The Wall Street Journal, The New York Times, Bloomberg, Hartford Business Journal, The Hartford Courant

Hobby or leisure activity: Spending time with my family is what I value most. Especially now that our kids are grown, I enjoy spending time with my wife and getting together with them whenever we can.

I also enjoy all sports, particularly UConn basketball and football, and the New York Yankees, gathering with friends and fa