Cloudflare vs Microsoft: Founders, CEOs and History
Cloudflare was founded in 2009 by Matthew Prince, Michelle Zatlyn, Lee Holloway and is led by Matthew Prince. Microsoft was founded in 1975 by Bill Gates, Paul Allen and is led by Satya Nadella.
Company facts
Cloudflare
- Founded
- 2009
- Headquarters
- San Francisco, California
- Current CEO
- Matthew Prince
- Employees
- 5,156
Microsoft
- Founded
- 1975
- Headquarters
- Redmond, Washington, United States
- Current CEO
- Satya Nadella
- Employees
- 223,000
Founders
Cloudflare
Matthew Prince
Matthew Prince is Cloudflare's co-founder, CEO, and board chair. In 2004 he and Lee Holloway built Project Honey Pot, which let website owners track spammers harvesting email addresses but could not stop them.
Michelle Zatlyn
Michelle Zatlyn is Cloudflare's co-founder, President, and Chief Operating Officer, and a member of its board. She met Matthew Prince at Harvard Business School, where the two developed the business plan that became Cloudflare in 2009.
Lee Holloway
Lee Holloway co-founded Cloudflare in 2009 and was its first lead engineer and systems architect. He had earlier built Project Honey Pot with Matthew Prince starting in 2004, and he designed much of Cloudflare's early software infrastructure.
Microsoft
Bill Gates
Microsoft was founded in 1975 in Albuquerque, New Mexico, by Bill Gates and Paul Allen, childhood friends from Seattle who had spent their teenage years finding ways to get free time on mainframe computers.
Paul Allen
Paul Allen co-founded Microsoft and was crucial to its earliest technical and strategic decisions. He helped develop Altair BASIC, gave the company its original name, and participated in the operating-system opportunity that led to MS-DOS.
CEOs and their tenures
Cloudflare
- Matthew Prince2009–present
Co-Founder, Chief Executive Officer, and Chair
Co-founded Cloudflare in 2009, led it through its September 2019 NYSE IPO, and has grown annual revenue past $2 billion (2025) while expanding from web security into Zero Trust, developer, and AI services.
Source - Michelle Zatlyn2009–present
Co-Founder, President, and Chief Operating Officer
Co-founded Cloudflare in 2009 with Matthew Prince and Lee Holloway and, as President and COO, has led operations and company-building as Cloudflare scaled to more than 5,000 employees.
Source - Thomas Seifert2017–present
Chief Financial Officer
As CFO, he consistently delivered high revenue growth while carefully controlling capital expenditures, allowing Cloudflare to heavily invest in its serverless Edge computing network.
Source
Microsoft
- Bill Gates1975–2000
Co-founder and CEO
Gates built Microsoft's licensing model: software sold to many hardware makers rather than tied to one.
Source - Steve Ballmer2000–2014
CEO
Ballmer grew revenue from about $23 billion in FY2000 to about $78 billion in FY2013 and built the enterprise server and sales business that Azure later scaled on.
Source - Satya Nadella2014–present
Chairman and CEO
Nadella made Azure and Microsoft 365 the company's core, opened Microsoft to Linux and open source, and positioned it early in generative AI through OpenAI.
Source
Timeline: Cloudflare and Microsoft side by side
1975Microsoft
Microsoft Founded
Bill Gates and Paul Allen founded Microsoft after recognizing that the Altair 8800 needed usable programming software. Their first product, Altair BASIC, turned a hobbyist computer kit into a programmable platform.
1981Microsoft
MS-DOS Ships With IBM PC
IBM introduced its personal computer with MS-DOS 1.0 and other Microsoft products. The milestone mattered because Microsoft's operating-system work moved from a small software supplier's project into the emerging corporate PC standard.
1985Microsoft
Windows Launch
The release of Windows 1.0 began Microsoft's long move from command-line operating systems to graphical personal computing. The first version was not an instant blockbuster, but it gave Microsoft a user-interface path that could evolve with PC hardware.
1986Microsoft
Microsoft IPO
Microsoft went public on the Nasdaq in March 1986.
1990Microsoft
Office Suite Release
The bundling of Word, Excel, and PowerPoint into Microsoft Office created a productivity suite that became central to business work. The bundle simplified enterprise purchasing and made file compatibility a competitive weapon.
1995Microsoft
Windows 95 Released
Microsoft released Windows 95 in August 1995.
1998Microsoft
U.S. Antitrust Case
The U.S. Department of Justice accused Microsoft of using Windows power to suppress browser competition. The case mattered because it placed Microsoft's platform tactics under public and legal scrutiny at the height of its PC strong position.
2009Cloudflare
Cloudflare Founded
Matthew Prince, Michelle Zatlyn, and Lee Holloway founded Cloudflare, building on the Project Honey Pot spam-tracking project.
2010Cloudflare
TechCrunch Disrupt Launch
Cloudflare launched publicly at TechCrunch Disrupt in San Francisco in September 2010, offering free website protection and acceleration.
2010Microsoft
Azure Commercial Launch
Azure gave Microsoft a way to compete in cloud infrastructure as enterprise customers began shifting workloads away from company-owned servers.
2014Cloudflare
Universal SSL and Project Galileo
Cloudflare gave free SSL certificates to all customers with Universal SSL and launched Project Galileo to protect at-risk nonprofits and journalists for free.
2014Microsoft
Satya Nadella CEO
Satya Nadella became CEO and moved Microsoft away from a strategy that forced every product to serve Windows. He prioritized Azure, Microsoft 365, open source, Linux support, cross-platform software, and a more collaborative developer posture.
2016Microsoft
LinkedIn Acquisition
Microsoft agreed to acquire LinkedIn in 2016 for $26.2 billion in cash. The deal mattered because it added a professional identity network to a company already strong in Office, Dynamics, cloud services, recruiting tools, advertising, and enterprise sales.
2017Cloudflare
Cloudflare Workers Announced
Cloudflare introduced Workers, a serverless platform built on V8 isolates that lets developers run code across its network.
2018Microsoft
GitHub Acquisition
Microsoft acquired GitHub for $7.5 billion in stock, reversing years of developer skepticism toward the company. The acquisition placed Microsoft inside the daily workflow of software developers across languages, clouds, and operating systems.
2019Cloudflare
NYSE IPO
Cloudflare completed its IPO on the New York Stock Exchange under the ticker NET in September 2019 at $15 per share, raising about $525 million.
2020Cloudflare
Cloudflare One Launched
Cloudflare bundled its Zero Trust access, secure web gateway, and network services into Cloudflare One, its SASE platform.
2022Cloudflare
Area 1 Security and R2 General Availability
Cloudflare acquired email security company Area 1 Security for about $162 million and made R2 zero-egress object storage generally available.
2023Microsoft
AI Leadership
Microsoft's expanded OpenAI partnership and Copilot product rollout placed the company at the center of enterprise generative AI adoption.
2023Microsoft
Activision Blizzard Acquisition Closes
Microsoft completed the Activision Blizzard acquisition after intense regulatory review. The deal added Call of Duty, World of Warcraft, Diablo, Overwatch, Candy Crush, and other franchises to Microsoft Gaming.
2024Cloudflare
Revenue Reaches $1.67 Billion
Cloudflare reported 2024 revenue of $1.67 billion and free cash flow of $166.9 million.
2025Cloudflare
Revenue Passes $2 Billion
Cloudflare reported 2025 revenue of $2.17 billion (+29.8%) and closed its largest contract ever, averaging $42.5 million per year in ACV.
2026Cloudflare
VoidZero Acquisition and Growth Acceleration
Cloudflare acquired VoidZero, the company behind the Vite JavaScript tooling ecosystem, in June 2026 and reported Q2 2026 revenue growth of 36%.
Acquisitions
Cloudflare
- Human Native2026Undisclosed
- Astro Technology Company2026Undisclosed
- VoidZero2026Undisclosed
- Replicate2025Undisclosed
- Nefeli Networks2024Undisclosed
- Baselime2024Undisclosed
Microsoft
- Activision Blizzard2023$68.7B
- Nuance Communications2022$19.7B
- ZeniMax Media2021$7.5B
- GitHub2018$7.5B
- LinkedIn2016$26.2B
Questions about Cloudflare vs Microsoft
Who is the CEO of Cloudflare, Inc. and Microsoft Corporation?
Cloudflare, Inc. is led by Matthew Prince and Microsoft Corporation is led by Satya Nadella. Both serve as the top executive responsible for the company's strategy, operations, and financial performance.
When was Cloudflare, Inc. founded vs Microsoft Corporation?
Microsoft Corporation was founded in 1975 — 34 years before Cloudflare, Inc., which was founded in 2009. Microsoft Corporation's longer operating history gives it a deeper track record but also potentially more institutional inertia compared to the younger Cloudflare, Inc..
How many employees does Cloudflare, Inc. have compared to Microsoft Corporation?
Cloudflare, Inc. employs approximately 5,156 people, while Microsoft Corporation employs approximately 223,000. Microsoft Corporation has the larger workforce at 223,000 employees, compared to Cloudflare, Inc.'s 5,156. A higher headcount does not necessarily imply greater efficiency — it often reflects differences in business model (e.g., manufacturing vs. software).
Where are Cloudflare, Inc. and Microsoft Corporation headquartered?
Both Cloudflare, Inc. and Microsoft Corporation are headquartered in United States, meaning they operate under the same primary regulatory and tax environment.
Who founded Cloudflare, Inc. and Microsoft Corporation?
Cloudflare, Inc. was founded by Matthew Prince, Michelle Zatlyn, Lee Holloway. Microsoft Corporation was founded by Bill Gates, Paul Allen.
Which company has a longer operating history — Cloudflare, Inc. or Microsoft Corporation?
Microsoft Corporation has been operating for approximately 51 years, making it the more established of the two companies. Cloudflare, Inc. has been in operation for around 17 years. A longer operating history often signals greater institutional resilience and brand recognition, though it can also mean slower adaptation to new market conditions.
Figures come from each company's filings and the sources linked beside them. Amounts reported in another currency are shown in US dollars at an approximate rate and marked with ~. Back to the Cloudflare vs Microsoft overview