David V. Cappillo is a partner in the firm’s Technology group, and co-chair of the firm’s Healthcare practice, with a primary focus on advising break-out technology and digital health companies. He has extensive experience in mergers and acquisitions (M&A), venture capital, growth equity and other strategic transactions, corporate governance and securities laws.
David has consistently been selected for inclusion in top industry rankings for his M&A, venture capital and growth company practice, including Chambers USA: America's Leading Lawyers for Business, National Law Journal M&A Trailblazer, LawDragon Leading Dealmaker 500, US News - Best Lawyers and Legal 500. Clients describe David as "not only a great business person and legal mind, but a true consigliere."
Experience
David represents high-growth companies in the technology sector, including AI, cybersecurity, digital health, deep tech, fintech, climate tech, edtech, marketing tech, sports tech, wearables, and proptech. He counsels his clients on high-value M&A, strategic capital raising activities, corporate governance, corporate finance, joint ventures, recapitalizations, and initial public offerings. Recent clients include: AMP Robotics, Cartwheel Care, Code42, edX, CollegeVine, General Medicine, Headlight Health, iSee, Panorama Education, Phykion, PillPack, Practice Better, Radial Health, Reggora, Sesame Care, SevenRooms, SVT Robotics, TrueMotion, Whoop, Workfront, and Zus Health.
Representative Matters
- SevenRooms, a hospitality technology company, in its $1.2B sale to DoorDash
- PillPack, an online pharmacy, in its $750M sale to Amazon
- edX, an online learning platform, in its $800M sale to 2U
- Code42, an insider threat management software company, in its sale to Mimecast
- Code42 in the sale of its CrashPlan business to Mill Point Capital
- Biotest AG, a biopharmaceutical company, in its €2B sale to Grifols
- Workfront, a work management platform, in its $1.5B sale to Adobe
- Bio Products Laboratory (BPL), a biopharmaceutical company, in its sale to Permira and combination with Kedrion
- Whoop, a human performance company, in its multiple acquisitions
- TrueMotion, a mobile telematics software company, in its sale to Cambridge Mobile Telematics
- Eloqua, a marketing automation software company, in its IPO and subsequent $900M sale to Oracle
- Arxan, a cybersecurity company, in its sale to Digital.ai
- EverTrue, an advancement software company, in its merger with ThankView
- Digital Lumens, an industrial IoT company, in its sale to OSRAM Licht AG
- Vertica, an analytics software company, in its sale to HP
- Undertone, an advertising software company, in its $180M sale to Perion Network Ltd.
- LibertyX, a cryptocurrency software company, in its sale to NCR Corporation
- Par8o, a healthcare technology company, in its sale to CloudMed
- eSecLending, a financial services company, in its sale to Parthenon Capital
- Sqrrl, a cybersecurity company, in its sale to Amazon
- Tervela, a data platform company, in its sale to Box
- Whoop in multiple financing rounds
- CollegeVine, an AI ed tech company, in multiple financing rounds
- PillPack in multiple financing rounds
- Reggora, an appraisal management company, in multiple financing rounds
- Branching Minds, an ed tech company, in its growth investment from Bain Capital Double Impact
- Atlantic Vantage Partners in multiple growth equity financings
- Spark Capital in multiple venture capital and growth equity financings
- Matrix Capital in multiple venture capital financings
- Bain Capital Ventures in multiple venture capital and growth equity financings
- Bison Ventures in multiple venture capital financings
- Unusual Ventures in multiple venture capital financings
Professional Activities
David serves as a Trustee of Milton Academy and is Trustee Emeritus of the Meadowbrook School.
He speaks frequently on M&A, entrepreneurship, and financing matters. He has been a guest lecturer at the Harvard Business School and the Harvard iLab as well as a Lawyer-in-Residence at HBS’ Rock Center for Entrepreneurship and a TechStars mentor.
Credentials
Education
JD1997
University of Virginia School of Law
BA1994
Colgate University
(magna cum laude, Phi Beta Kappa)
Admissions
Bars
- Massachusetts
Recognition & Awards
David is consistently recognized for his leadership and strategic work with clients in the technology and digital health sectors and has been recognized by the key legal rankings for his expertise. He has received accolades for his work by the following publications:
- US News - The Best Lawyers in America Best Lawyers for his work in Corporate Law, Mergers & Acquisitions Law, and Venture Capital Law (2019-2026);
- Chambers USA 2021-2025 for his work in Healthcare. His clients have referred to David as providing “incredible support working through strategic discussions and negotiating deal terms.";
- A 2026 Leading Dealmaker by The LawDragon 500 for his M&A and Venture Capital expertise.
- The Legal 500 US 2024 for his work in Healthcare: Service Providers and Technology Transactions with clients recognizing David’s strategic work with them - “David is not only a great business person and legal mind, but a true consigliere. I feel I can share anything with him and I’ll get his best and objective advice."
- National Law Journal Trailblazer for his Mergers & Acquisitions practice 2018 and 2019;
- Named a Go-To Lawyer for Healthcare by Massachusetts Lawyers Weekly; and:
- Legal 500 U.S. for his work in Education 2022 and for his work in Digital Health and Healthcare Technology in 2025.