Chesky Partners Research
Advisory Approach
Chesky Partners is a boutique investment bank founded in 2015 by Scott Chesky, focusing exclusively on strategic and transaction advisory services for healthcare, technology, and business services companies. The firm operates with a straightforward, candid communication philosophy—once they understand a situation, they communicate clearly whether and how they can help. Their thesis is that middle-market companies achieve superior outcomes when advised by bankers who combine traditional M&A expertise with operational experience as business operators.
Sector Focus
Chesky Partners has developed deep expertise in three core sectors:
Healthcare Services: The firm has completed numerous transactions in specialty pharmacy, home infusion, healthcare IT, and medical devices. Their specialty pharmacy practice is particularly strong, having advised on multiple sales including EPSRx to CarePartners, ARJ Infusion Services, OptionOne, InTouch Pharmacy, Panacea Infusion, HPC Specialty Pharmacy, and RestoreRx. They've also worked in healthcare technology, including software for donor engagement (Momentum, Virtuous), insurance reserving (Arius), and clinical trials (Purple Squirrel Economics).
Software & Technology: The firm has a growing practice in SaaS and software companies, particularly those serving education and healthcare markets. Notable transactions include CampusGroups to Ready Education, Topo.ai to Crisis24/GardaWorld, and multiple edtech and healthcare IT deals. They understand the dynamics of recurring revenue models and the specific buyer pools for vertical SaaS businesses.
Business Services: Chesky Partners has advised on transactions across consulting, professional services, and BPO businesses. Their deal history includes management consulting firms (Blue Fin Group to IntegriChain), financial services back-office operations, and specialized business services.
Deal Track Record
Chesky Partners' principals have completed 80+ transactions across their careers. Representative transactions include:
Recent Confirmed Deals (2022-2023):
- Topo.ai to Crisis24/GardaWorld (Jan 2023) - Atlanta-based critical event management platform sold to global risk management firm
- Blue Fin Group to IntegriChain (Jan 2022) - Life sciences commercialization consulting firm acquired by market access platform company
- CampusGroups to Ready Education (2022) - Student engagement platform acquired by mobile-first education technology company backed by Level Equity
Specialty Pharmacy & Infusion:
- EPSRx to CarePartners Pharmacy
- ARJ Infusion Services (nationwide specialty pharmacy and in-home nursing)
- OptionOne to Amerita/BrightSpring Health Services
- InTouch Pharmacy (bleeding disorder and complex infusion therapies)
- HPC Specialty Pharmacy to Autonomy Healthcare
- RestoreRx to Value Drug Company
- BioCure Specialty Home Infusion Division to FlexCare Infusion
- Panacea Infusion (developmental infusion pump technology)
Healthcare & Life Sciences Services:
- Diplomat Pharmacy (multiple sell-side and buy-side engagements)
- MedPro Rx (specialty infusion therapies)
- Medical Consultants (hospital-based physician billing services)
- HMS (coordination of benefits and program integrity)
- Matria Healthcare (multiple sell-side transactions)
- AirLogix (chronic respiratory disease management)
Technology & Software:
- Momentum (AI-first donor engagement) to Virtuous
- Arius (P&C reserving software) to Milliman
- Akur8 (cloud-based insurance pricing with Transparent AI)
- Topo.ai to Crisis24/GardaWorld
- pihms (human capital management SaaS)
- Internet Stock News (financial information platform)
- edu.com to Student Advantage
Business Services & Consulting:
- Blue Fin Group to IntegriChain
- Sefas Innovation to La Poste (French document software provider)
- Medsite (direct-to-physician eDetailing)
- Facet Technologies (diabetes product design)
- Laurus Group (professional fundraising consulting for Greek organizations)
Not a Fit If:
- Companies outside healthcare, technology, or business services
- Transactions under $1 million TEV (they focus on middle market)
- Founders seeking limited process or quick exits
- Purely operational turnarounds without M&A component
Process & Fee Structure
Chesky Partners manages all aspects of the M&A process from planning to closing, allowing clients to focus on operations. Their team has significant experience with strategy formulation, transaction execution, and valuation as both advisors and business operators. They assist companies from strategic planning through transaction execution, including sales to strategic or financial partners, divestitures, and strategic acquisitions.
The firm emphasizes exhaustive buyer outreach and disciplined process management. Their principals have a vast network of contacts within healthcare, technology, and business services sectors, having previously advised on transactions ranging from less than $1 million to over $1 billion.
Buyer Network
Chesky Partners maintains relationships with strategic buyers and private equity firms across their focus sectors. Confirmed buyer relationships include:
Private Equity: Level Equity (software/technology growth equity), Waud Capital (healthcare services), Parthenon Capital (multi-sector), Water Street Capital Partners (healthcare), KRG (Denver-based middle market PE), Columbia Pacific Advisors (alternative investment strategies), SI Ventures (IT/communications infrastructure)
Strategic Buyers: GardaWorld/Crisis24 (global risk management), IntegriChain (life sciences market access), Milliman (actuarial and risk consulting), Option Care Health (infusion services), PharMerica/BrightSpring Health Services, Centene (managed care), WebMD, Aetna, St. Jude Medical, Smith & Nephew, GE Healthcare
International Buyers: La Poste (French postal service), Docapost (French document technologies), Sefas Innovation (European leader in document management), Informa (UK business intelligence), Dia Real (German diabetic supplies), OPG Groep (Dutch pharmaceutical distribution)
Competitive Positioning
Chesky Partners differentiates through:
- Operational expertise - Team members have been business operators, not just advisors
- Sector specialization - Deep healthcare and technology focus rather than generalist approach
- Straightforward approach - Candid communication about whether they can help
- Extensive buyer relationships - Principals have vast networks in focus sectors
- Transaction range flexibility - Experience from <$1M to >$1B deals
Team
Senior Leadership:
- Scott Chesky - Managing Partner. Spent majority of career in investment banking, focused on M&A advisory for middle-market healthcare and technology companies. Launched Chesky Partners in November 2015.
- Tony Dimun - Senior Advisor. Medical device specialist with 20+ years as investor in 25+ companies. Led numerous strategic sales, acquisitions, and transactions in medical devices.
- Zorba Lieberman - Senior Advisor. Entrepreneur who grew and sold a successful company serving the pharmaceutical industry. Active as investor, advisor, and board member to multiple healthcare companies.
The firm's team has significant experience with strategy formulation, transaction execution, and valuation as both advisors and business operators.
Geographic Coverage
Primary location: New York, NY (535 Fifth Avenue, 4th Floor). The firm serves clients nationally but has particular density in Northeast and Midwest healthcare and technology markets. Transactions span coast-to-coast including specialty pharmacy providers in the South, technology companies in Atlanta, and healthcare services nationwide.