Chesky Partners
Boutique investment bank for healthcare M&A and strategic advisory
About Chesky Partners
Chesky Partners is a boutique investment bank that provides strategic and transaction advisory services to middle-market companies in healthcare, technology, and business services sectors. The firm specializes in mergers and acquisitions, with experience advising on transactions ranging from under $1 million to over $1 billion.
The firm's principals and senior advisors bring operating experience alongside investment banking expertise. Their service offerings span strategic advisory (including technology licensing, joint ventures, and build vs. buy analysis), transaction advisory (covering company sales, leveraged buyouts, divestitures, and recapitalizations), and business valuations with fairness opinions. The firm emphasizes senior-level attention on all engagements rather than delegating work to junior staff.
Chesky Partners positions itself around candid communication and practical guidance, including advising clients against transactions when not in their best interest. The firm focuses on determining true market value for businesses based on what third parties would actually pay.
Best For
Middle-market healthcare, technology, and business services companies preparing for M&A transactions or evaluating strategic alternatives. Particularly well-suited for companies seeking senior-level attention throughout the engagement and those who value advisors with operational experience alongside financial expertise.
Key Strengths
- Principals and senior advisors have direct operating experience, not just investment banking backgrounds
- Experience across transaction sizes from under $1 million to over $1 billion in healthcare and related sectors
- Commitment to senior-level involvement on all client engagements rather than delegation to junior staff
- Willingness to advise against transactions when not in client's best interest, rather than pursuing fees
- Comprehensive M&A process management allowing clients to focus on business operations
- Broad network for strategic introductions across healthcare, technology, and business services
Why Choose Chesky Partners
Consider Chesky Partners when seeking an investment banking partner who will provide hands-on, senior-level guidance throughout strategic planning or M&A processes. The firm's combination of financial expertise and operational experience is particularly valuable for healthcare companies navigating complex strategic decisions or preparing for transactions.
Expect straightforward advice focused on market value and practical outcomes rather than theoretical valuations. Their approach suits companies that prefer candid counsel over optimistic projections and value advisors who can draw from direct operating experience in similar situations.
Healthcare Focus
Chesky Partners serves healthcare as one of three core industry focuses alongside technology and business services. The firm's healthcare expertise spans strategic advisory for technology licensing, joint ventures, and competitive landscape assessment. Their transaction advisory covers the full spectrum of healthcare M&A including company sales to strategic partners, divestitures, and ESOP formations.
The firm's valuation services help healthcare companies determine market value for various corporate actions. Their stated industry expertise suggests experience across healthcare verticals including providers, payers, pharmaceutical, and medical device companies.
Ideal Client Profile
Middle-market healthcare companies with revenues typically in the $5 million to $200 million range considering strategic transactions, partnerships, or seeking business valuations. Companies that value senior advisor involvement, candid counsel, and advisors who understand operational realities alongside financial considerations will find the best alignment.
Specializations
Client Types
Why Choose Chesky Partners?
- 1-10 team members
- Emerging Partner on Curatrix
- Verified on Curatrix
Quick Facts
- Category
- Healthcare M&A Advisory Firms
- Company Size
- 1-10 employees
Profile last updated: Feb 4, 2026
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