The history of servers, the cloud, and what’s next – with Oxide
The Pragmatic Engineer
2025/12/17
The history of servers, the cloud, and what’s next – with Oxide
The history of servers, the cloud, and what’s next – with Oxide

The Pragmatic Engineer
2025/12/17
Shownote
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How have servers and the cloud evolved in the last 30 years, and what might be
next? Bryan Cantrill was a distinguished engineer at Sun Microsystems during
both the Dotcom Boom and the Dotcom Bust. Today, he is the co-founder and CTO of
Oxide Computer, where he works on modern server infrastructure.
In this episode of The Pragmatic Engineer, Bryan joins me to break down how
modern computing infrastructure evolved. We discuss why the Dotcom Bust produced
deeper innovation than the Boom, how constraints shape better systems, and what
the rise of the cloud changed and did not change about building reliable
infrastructure.
Our conversation covers early web infrastructure at Sun, the emergence of AWS,
Kubernetes and cloud neutrality, and the tradeoffs between renting cloud space
and building your own. We also touch on the complexity of server-side software
updates, experimenting with AI, the limits of large language models, and how
engineering organizations scale without losing their values.
If you want a systems-level perspective on computing that connects past cycles
to today’s engineering decisions, this episode offers a rare long-range view.
—
Timestamps
(00:00) Intro
(01:26) Computer science in the 1990s
(03:01) Sun and Cisco’s web dominance
(05:41) The Dotcom Boom
(10:26) From Boom to Bust
(15:32) The innovations of the Bust
(17:50) The open source shift
(22:00) Oracle moves into Sun’s orbit
(24:54) AWS dominance (2010–2014)
(28:15) How Kubernetes and cloud neutrality
(30:58) Custom infrastructure
(36:10) Renting the cloud vs. buying hardware
(45:28) Designing a computer from first principles
(50:02) Why everyone is paid the same salary at Oxide
(54:14) Oxide’s software stack
(58:33) The evolution of software updates
(1:02:55) How Oxide uses AI
(1:06:05) The limitations of LLMs
(1:11:44) AI use and experimentation at Oxide
(1:17:45) Oxide’s diverse teams
(1:22:44) Remote work at Oxide
(1:24:11) Scaling company values
(1:27:36) AI’s impact on the future of engineering
(1:31:04) Bryan’s advice for junior engineers
(1:34:01) Book recommendations
—
The Pragmatic Engineer deepdives relevant for this episode:
• Startups on hard mode: Oxide. Part 1: Hardware
[https://newsletter.pragmaticengineer.com/p/oxide]
• Startups on hard mode: Oxide, Part 2: Software & Culture
[https://newsletter.pragmaticengineer.com/p/oxide-part-2]
• Three cloud providers, three outages: three different responses
[https://newsletter.pragmaticengineer.com/p/three-cloud-providers-three-outages]
• Inside Uber’s move to the Cloud
[https://newsletter.pragmaticengineer.com/p/uber-move-to-cloud]
• Inside Agoda’s private Cloud
[https://newsletter.pragmaticengineer.com/p/inside-agodas-private-cloud]
—
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Highlights
Highlights
Bryan Cantrill, a veteran of Sun Microsystems and co-founder of Oxide Computer, offers a deep dive into the evolution of computing infrastructure, drawing from decades of experience at the forefront of systems engineering. From the dot-com era to the rise of cloud platforms and modern AI tools, he reflects on how technological progress is shaped not just by innovation, but by economic cycles, constraints, and cultural choices within engineering organizations.
Chapters
Chapters
Intro
00:00Computer science in the 1990s
01:26Sun and Cisco’s web dominance
03:01The Dotcom Boom
05:41From Boom to Bust
10:26The innovations of the Bust
15:32The open source shift
17:50Oracle moves into Sun’s orbit
22:00AWS dominance (2010–2014)
24:54How Kubernetes and cloud neutrality
28:15Custom infrastructure
30:58Renting the cloud vs. buying hardware
36:10Designing a computer from first principles
45:28Why everyone is paid the same salary at Oxide
50:02Oxide’s software stack
54:14The evolution of software updates
58:33How Oxide uses AI
1:02:55The limitations of LLMs
1:06:05AI use and experimentation at Oxide
1:11:44Oxide’s diverse teams
1:17:45Remote work at Oxide
1:22:44Scaling company values
1:24:11AI’s impact on the future of engineering
1:27:36Bryan’s advice for junior engineers
1:31:04Book recommendations
1:34:01Transcript
Transcript
Gergely Orosz: Can you tell us about the dot-com boom?
Bryan Cantrill: We did much more technically interesting work in the bust than we did in the boom. There's a degree to which innovation requires some level of desperation, that good economic times are...
