Calderwood Acquisitions is an investment company created with the goal of acquiring and operating a successful privately-held business.
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Calderwood is committed to being a trusted partner for business owners looking to transition ownership while preserving their company’s legacy.
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Founded by an experienced operator, Calderwood is ready to lead a great business into the future.
WHO WE ARE
Matthew Hooks
Founder & Principal
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Matt Hooks is a experienced executive with a proven track record in small business operations and company leadership.
Developed over a diverse career in private equity operations, senior corporate roles, and consulting, Matt has the leadership and operational expertise vital for small business ownership. He has tremendous respect for founders and owners who have built and led successful companies. His aim is to match that legacy of hard-work and determination with his own.
Known for his consistent leadership, analytical rigor, and humility, Matt excels at building strong relationships across all levels of an organization. He approaches management with honesty, clear communication, and adaptability, enabling success with new teams and industries.
Eager to transition into ownership, Matt founded Calderwood Acquisitions in 2025. He is excited to roll-up his sleeves and do the day-to-day work of running a business.
Matt holds an MBA from Dartmouth’s Tuck School of Business and BS/MS degrees in Mechanical Engineering from Stanford. He lives in Massachusetts with his wife and two sons.
INVESTMENT CRITERIA
Legacy
Calderwood is seeking a well-established business with a history of profitable operations and a strong culture; these attributes will serve as the foundation for the next generation of ownership.
Scale
Calderwood is well suited - operationally and financially - to acquire a business between $1-5M in earnings.
Industry
Calderwood has a broad approach to target industries with interest in B2B & B2C services, manufacturing, logistics, and construction; the overarching goal is to find a great business that can thrive in the future.
Fit
It is critical to find a trusting relationship where the owner, acquirer, and management team share values and desire to see the business prosper.
Geography
To enable effective management of the business, Calderwood Acquisitions is focused on New England-based businesses.
ACQUISITION PROCESS
The acquisition process includes four main steps:
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Introduction and Initial Diligence - a mutual "get to know you" phase with in-person meetings and high-level financial and operational reviews.
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Preliminary Terms - if aligned, both parties negotiate key terms and sign a Letter of Intent (LOI).​
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Due Diligence - with an LOI signed, Calderwood Acquisitions conducts a deeper review, including an accountant-led financial analysis.​
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Closing & Transition - finalize the Purchase Agreement, secure financing, and prepare for leadership transition.
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All activities are confidential and covered by a Non-Disclosure Agreement.
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To learn more, please contact Calderwood Acquisitions through the website or via the contact information below.