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Console DevTools - Dev War Stories, with Steven Sinofsky (a16z, ex-Microsoft) - S04E01

Dev War Stories, with Steven Sinofsky (a16z, ex-Microsoft) - S04E01

04/27/23 • 40 min

Console DevTools

In this episode, we speak with Steven Sinofsky, currently a board partner at Andreessen Horowitz and previously of Microsoft. We discuss what it was like shipping code at Microsoft in the early days, what he learned from Bill Gates, how it applies to software development today, what the big Windows 8 rewrite was like, and why the Copilot AI naysayers are completely wrong. Although the software landscape has changed dramatically since Steven’s early days at Microsoft in the 80s, he shares some of the lessons he learned along the way which are still as relevant today as they were back then.

Hosted by David Mytton (Console) and Jean Yang (Akita Software).

Things mentioned:

ABOUT STEVEN SINOFSKY

Steven Sinofsky is an investor, a board partner at Andreessen Horowitz, a general advisor, and a self-described “person-about-town” in Silicon Valley. Shortly after he graduated from Cornell University, he became a software design engineer at Microsoft back in 1989. In his time at the company, he oversaw six major releases of the full range of Office apps and servers in his role as a senior executive. He also worked on Windows 7 and the Windows 8 rewrite as the president of the Windows division. He is a co-author of the book One Strategy: Organization, Planning, and Decision Making, as well as the writer of Hardcore Software, a Substack newsletter about the rise and fall of the PC revolution.

Highlights:

Steven Sinofsky: Bill was super interesting. He was, in a sense, this very interesting combination of business strategy, product strategy, and technology strategy. And whenever he would really push it, he was most comfortable trying to be a technology strategist. And to him, that was all about architecture. And so architecture, if you read a book like Fred Brooks, Mythical Man-Month, architecture is everything. Architecture in software is like this Nirvana.

[0:22:37 - 0:23:08]

Steven Sinofsky: And the beauty of how Apple managed their operating system was they just didn't add a lot of features. But we had a team five times as big, adding features every release, and it was just not getting— My measure of success is not “Did we get the release done?” but “Was it making people do new things with the product?” And Windows had long stopped doing that. The ecosystem of software and hardware had probably died around 2000. And so when it came time to do Windows 8 — and obviously Hardcore Software has the whole timeline and all this stuff — but the thing we really wanted to do was take the product and build on it and all the things that were great about it, but bring it into a new era of computing from top to bottom or what we said was “from the chipset to the experience".

[0:28:43 - 0:29:34]

Let us know what you think on Twitter:

https://twitter.com/consoledotdev

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In this episode, we speak with Steven Sinofsky, currently a board partner at Andreessen Horowitz and previously of Microsoft. We discuss what it was like shipping code at Microsoft in the early days, what he learned from Bill Gates, how it applies to software development today, what the big Windows 8 rewrite was like, and why the Copilot AI naysayers are completely wrong. Although the software landscape has changed dramatically since Steven’s early days at Microsoft in the 80s, he shares some of the lessons he learned along the way which are still as relevant today as they were back then.

Hosted by David Mytton (Console) and Jean Yang (Akita Software).

Things mentioned:

ABOUT STEVEN SINOFSKY

Steven Sinofsky is an investor, a board partner at Andreessen Horowitz, a general advisor, and a self-described “person-about-town” in Silicon Valley. Shortly after he graduated from Cornell University, he became a software design engineer at Microsoft back in 1989. In his time at the company, he oversaw six major releases of the full range of Office apps and servers in his role as a senior executive. He also worked on Windows 7 and the Windows 8 rewrite as the president of the Windows division. He is a co-author of the book One Strategy: Organization, Planning, and Decision Making, as well as the writer of Hardcore Software, a Substack newsletter about the rise and fall of the PC revolution.

Highlights:

Steven Sinofsky: Bill was super interesting. He was, in a sense, this very interesting combination of business strategy, product strategy, and technology strategy. And whenever he would really push it, he was most comfortable trying to be a technology strategist. And to him, that was all about architecture. And so architecture, if you read a book like Fred Brooks, Mythical Man-Month, architecture is everything. Architecture in software is like this Nirvana.

[0:22:37 - 0:23:08]

Steven Sinofsky: And the beauty of how Apple managed their operating system was they just didn't add a lot of features. But we had a team five times as big, adding features every release, and it was just not getting— My measure of success is not “Did we get the release done?” but “Was it making people do new things with the product?” And Windows had long stopped doing that. The ecosystem of software and hardware had probably died around 2000. And so when it came time to do Windows 8 — and obviously Hardcore Software has the whole timeline and all this stuff — but the thing we really wanted to do was take the product and build on it and all the things that were great about it, but bring it into a new era of computing from top to bottom or what we said was “from the chipset to the experience".

[0:28:43 - 0:29:34]

Let us know what you think on Twitter:

https://twitter.com/consoledotdev

Previous Episode

undefined - Engineering Leadership, with Meri Williams - S03E10

Engineering Leadership, with Meri Williams - S03E10

In this episode we speak to Meri Williams an experienced CTO at scaleups like Moo, Monzo, and Healx. We discuss the role of technology leadership, what engineering managers can do to help their teams, how to best go about recruiting engineers, and whether engineering performance can be measured.

About Meri Williams

Meri Williams is an experienced CTO from scaleups like Moo, Monzo, and Healx. An experienced CTO who has led and scaled technology organizations across a range of sectors including medtech, neo-banking, government, ecommerce, telco and manufacturing.

A published author, international speaker and chair (co-curator & host) of The Lead Developer conference series which has expanded from starting in London in 2015 to now running in London, New York, Berlin and Austin, Williams regularly trains the Be a Brilliant People Developer workshop to level up technologists into excellent managers & coaches.

Other things mentioned:

Let us know what you think on Twitter:

https://twitter.com/consoledotdev

https://twitter.com/davidmytton

https://twitter.com/geek_manager

Or by email: [email protected]

About Console

Console is the place developers go to find the best tools. Our weekly newsletter picks out the most interesting tools and new releases. We keep track of everything - dev tools, devops, cloud, and APIs - so you don’t have to.

Sign up for free at: https://console.dev
Recorded: 2022-04-22.

Next Episode

undefined - Building Tools Devs Love, with Erica Brescia (Redpoint) - S04E02

Building Tools Devs Love, with Erica Brescia (Redpoint) - S04E02

In this episode, we speak with Erica Brescia, Managing Director at Redpoint Ventures, and previously COO at GitHub. We discuss what's changed since she started her first DevTools company back in the mid-2000s, how to build tools developers love, whether open source is just a marketing strategy, and what she looks for in software investments. She also sheds light on how to get a new product in front of developers, whether or not more people should be bootstrapping their companies as she did, and how to scale your marketing team as you grow.

Hosted by David Mytton (Console) and Jean Yang (Akita Software).

Things mentioned:

ABOUT ERICA BRESCIA

Erica Brescia is the managing director at Redpoint Ventures, an early-stage venture fund, investing in primarily, enterprise software with a focus on DevTools and open source. Notable developer-first companies that they have invested in include HashiCorp, Snowflake, Stripe, Twilio, and LaunchDarkly, among others. Prior to this, she spent close to 20 years as a founder and operator. She founded a company called Bitnami where she bootstrapped $1 million in funding. She was also the chief operating officer at GitHub.

Highlights:

[Erica Brescia]: If you look at the very early days of software development and open source in particular, we've gone from this real DIY kind of bespoke, “The cool thing to do is compile your own kernel,” to a focus on time optimization and “How can you build the best thing possible the fastest?” If I had to look at a theme, that's a theme that I think about a lot. It's no longer about doing everything yourself. Instead, it's about really open source and building on the work of others, right? Over 90% of software developed today is built on top of open source, and most things that you need, from a building blocks perspective, to build a new app already exist in many cases. So now it's about, “Hey, what tools are out there? How can I engage with the community? How can I learn from others? How can I participate in things whether it's Stack Overflow, or building and sharing code on GitHub, or discussing things and issues?” It's much more collaborative and intertwined. I think that allows people to build new things much more quickly.

[0:02:51 - 0:04:10]

[Erica Brescia]: I think a lot of companies underestimate the amount of effort that is required in building a true open-source community, where you're getting folks contributing to the core of that project. That's a material investment. A good way to think about it is you're actually taking a lot of what you might traditionally spend on marketing and instead investing that in your team that supports the growth and health and engagement of this community, which is no small feat. Then you can use that to build awareness and a bottoms-up adoption of your software in a way that just sheer traditional marketing would never allow you to do. Then you can layer a sales motion on top of that.

[0:16:23 - 0:17:12]

Let us know what you think on Twitter:

https://twitter.com/consoledotdev

https://twitter.com/davidmytton

https://twitter.com/jeanqasaur

Or by email: [email protected]

About Console

Console is the place developers go to find the best tools. Our weekly newsletter picks out the most interesting tools and new releases. We keep track of everything - dev tools, devops, cloud, and APIs - so you don’t have to.

Sign...

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