Cisco vs Cloudflare: Founders, CEOs and History
Cisco was founded in 1984 by Leonard Bosack, Sandy Lerner and is led by Chuck Robbins. Cloudflare was founded in 2009 by Matthew Prince, Michelle Zatlyn, Lee Holloway and is led by Matthew Prince.
Company facts
Cisco
- Founded
- 1984
- Headquarters
- San Jose, California
- Current CEO
- Chuck Robbins
- Employees
- 82,400
Cloudflare
- Founded
- 2009
- Headquarters
- San Francisco, California
- Current CEO
- Matthew Prince
- Employees
- 5,156
Founders
Cisco
Leonard Bosack
Cisco Systems possesses one of the most famous, romanticized, and ultimately contentious founding stories in the history of Silicon Valley. The company was founded in 1984 by a husband-and-wife team, Leonard Bosack and Sandy Lerner.
Sandy Lerner
Sandy Lerner co-founded Cisco Systems in December 1984 with her then-husband Leonard Bosack, driven by the practical need to connect Stanford University's incompatible computer networks.
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.
CEOs and their tenures
Cisco
- John Morgridge1988–1995
Former CEO and Chairman
Morgridge was Cisco's first professional CEO, recruited in 1988 by Sequoia Capital investor Don Valentine to professionalize a company still run by its engineering founders.
Source - John Chambers1995–2015
Former Chairman and CEO
Chambers led Cisco for 20 years and transformed it through over 180 acquisitions into the dominant force in enterprise networking infrastructure.
Source - Chuck Robbins2015–present
Chairman and CEO
Robbins has led Cisco's fundamental shift from hardware networking products toward recurring software and subscription revenue. The 28 billion dollar Splunk acquisition in 2024 positioned Cisco as a leading security and observability platform vendor.
Source
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
Timeline: Cisco and Cloudflare side by side
1984Cisco
Company Founded at Stanford University
Leonard Bosack and Sandy Lerner incorporate Cisco Systems in December 1984, commercializing multi-protocol router technology developed to connect Stanford's campus networks.
1986Cisco
First Commercial Router Shipped
Cisco ships its first commercial multi-protocol router, the AGS (Advanced Gateway Server), generating $1.5 million in first-year revenue as the internet begins its transition from research network to commercial infrastructure.
1990Cisco
Initial Public Offering on NASDAQ
Cisco goes public at a valuation of approximately $224 million, raising capital that would fuel its aggressive acquisition strategy. The IPO also precipitated the departure of both founders.
1995Cisco
John Chambers Becomes CEO
John Chambers takes over as CEO from John Morgridge, beginning a 20-year tenure that would see Cisco grow from $2 billion to over $47 billion in annual revenue through more than 180 acquisitions.
2000Cisco
Briefly Becomes World's Most Valuable Company
Cisco's market capitalization exceeds $500 billion in March 2000, briefly surpassing Microsoft and GE as the world's most valuable company before the dot-com crash erased over $400 billion in shareholder value.
2003Cisco
Acquisition of Linksys
Cisco acquires consumer networking company Linksys for $500 million, marking its entry into the home networking market and establishing a consumer brand that would later be divested to Belkin in 2013.
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.
2012Cisco
Meraki Acquisition Launches Cloud-Managed Networking
Cisco acquires cloud-managed networking startup Meraki for $1.2 billion, gaining the platform that would become central to its small-and-medium business strategy and its broader shift toward subscription-based management.
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.
2015Cisco
Chuck Robbins Appointed CEO
Chuck Robbins succeeds John Chambers as CEO, inheriting a mandate to transform Cisco from a hardware company into a software-and-subscription platform business capable of competing in the cloud era.
2017Cisco
AppDynamics Acquisition for $3.7 Billion
Cisco acquires application performance monitoring company AppDynamics for $3.7 billion just days before its planned IPO, signaling Cisco's strategic commitment to the observability and application intelligence market.
2017Cloudflare
Cloudflare Workers Announced
Cloudflare introduced Workers, a serverless platform built on V8 isolates that lets developers run code across its network.
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.
2020Cisco
Webex Usage Surges During COVID-19 Pandemic
Webex usage explodes to over 600 million meeting participants per month during the pandemic, temporarily positioning Cisco's collaboration platform as a critical piece of global remote work infrastructure.
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.
2024Cisco
$28 Billion Splunk Acquisition Completed
Cisco completes its largest-ever acquisition, purchasing cybersecurity and observability company Splunk for $28 billion in cash, pushing subscription revenue past 51% of total sales and establishing Cisco as a major force in security operations.
2024Cloudflare
Revenue Reaches $1.67 Billion
Cloudflare reported 2024 revenue of $1.67 billion and free cash flow of $166.9 million.
2025Cisco
AI Infrastructure Orders Exceed $2 Billion
Cisco's AI infrastructure orders from hyperscale customers surpass $2 billion in FY2025, more than doubling management's original target and validating the company's investment in Silicon One-based networking platforms for GPU cluster interconnection.
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
Questions about Cisco vs Cloudflare
Who is the CEO of Cisco Systems, Inc. and Cloudflare, Inc.?
Cisco Systems, Inc. is led by Chuck Robbins and Cloudflare, Inc. is led by Matthew Prince. Both serve as the top executive responsible for the company's strategy, operations, and financial performance.
When was Cisco Systems, Inc. founded vs Cloudflare, Inc.?
Cisco Systems, Inc. was founded in 1984 — 25 years before Cloudflare, Inc., which was founded in 2009. Cisco Systems, Inc.'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 Cisco Systems, Inc. have compared to Cloudflare, Inc.?
Cisco Systems, Inc. employs approximately 82,400 people, while Cloudflare, Inc. employs approximately 5,156. Cisco Systems, Inc. has the larger workforce at 82,400 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 Cisco Systems, Inc. and Cloudflare, Inc. headquartered?
Both Cisco Systems, Inc. and Cloudflare, Inc. are headquartered in United States, meaning they operate under the same primary regulatory and tax environment.
Who founded Cisco Systems, Inc. and Cloudflare, Inc.?
Cisco Systems, Inc. was founded by Leonard Bosack, Sandy Lerner. Cloudflare, Inc. was founded by Matthew Prince, Michelle Zatlyn, Lee Holloway.
Which company has a longer operating history — Cisco Systems, Inc. or Cloudflare, Inc.?
Cisco Systems, Inc. has been operating for approximately 42 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 Cisco vs Cloudflare overview