How Tailscale Builds for Users of All Tiers with Maya Kaczorowski

12/19/23 • 33 min

Maya Kaczorowski, Chief Product Officer at Tailscale, joins Corey on Screaming in the Cloud to discuss what sets the Tailscale product approach apart, for users of their free tier all the way to enterprise. Maya shares insight on how she evaluates feature requests, and how Tailscale’s unique architecture sets them apart from competitors. Maya and Corey discuss the importance of transparency when building trust in security, as well as Tailscale’s approach to new feature roll-outs and change management.

About Maya

Maya is the Chief Product Officer at Tailscale, providing secure networking for the long tail. She was mostly recently at GitHub in software supply chain security, and previously at Google working on container security, encryption at rest and encryption key management. Prior to Google, she was an Engagement Manager at McKinsey & Company, working in IT security for large enterprises.

Maya completed her Master's in mathematics focusing on cryptography and game theory. She is bilingual in English and French.

Outside of work, Maya is passionate about ice cream, puzzling, running, and reading nonfiction.

Links Referenced:

Tailscale: https://tailscale.com/
Tailscale features:
- VS Code extension: https://marketplace.visualstudio.com/items?itemName=tailscale.vscode-tailscale
- Tailscale SSH: https://tailscale.com/kb/1193/tailscale-ssh
- Tailnet lock: https://tailscale.com/kb/1226/tailnet-lock
- Auto updates: https://tailscale.com/kb/1067/update#auto-updates
- ACL tests: https://tailscale.com/kb/1018/acls#tests
- Kubernetes operator: https://tailscale.com/kb/1236/kubernetes-operator
- Log streaming: https://tailscale.com/kb/1255/log-streaming
Tailscale Security Bulletins: https://tailscale.com/security-bulletins
Blog post “How Our Free Plan Stays Free:” https://tailscale.com/blog/free-plan
Tailscale on AWS Marketplace: https://aws.amazon.com/marketplace/pp/prodview-nd5zazsgvu6e6

About Maya

Maya completed her Master's in mathematics focusing on cryptography and game theory. She is bilingual in English and French.

Outside of work, Maya is passionate about ice cream, puzzling, running, and reading nonfiction.

Links Referenced:

Tailscale: https://tailscale.com/
Tailscale features:
- VS Code extension: https://marketplace.visualstudio.com/items?itemName=tailscale.vscode-tailscale
- Tailscale SSH: https://tailscale.com/kb/1193/tailscale-ssh
- Tailnet lock: https://tailscale.com/kb/1226/tailnet-lock
- Auto updates: https://tailscale.com/kb/1067/update#auto-updates
- ACL tests: https://tailscale.com/kb/1018/acls#tests
- Kubernetes operator: https://tailscale.com/kb/1236/kubernetes-operator
- Log streaming: https://tailscale.com/kb/1255/log-streaming
Tailscale Security Bulletins: https://tailscale.com/security-bulletins
Blog post “How Our Free Plan Stays Free:” https://tailscale.com/blog/free-plan
Tailscale on AWS Marketplace: https://aws.amazon.com/marketplace/pp/prodview-nd5zazsgvu6e6

Previous Episode

Using DevOps to Ignite a Chain Reaction of Productivity and Happiness with Dave Mangot

Dave Mangot, CEO and founder of Mangoteque, joins Coreyon Screaming in the Cloud to explain how leveraging DevOps improves the lives of engineers and results in stronger businesses. Dave talks about the importance of exclusively working for private equity firms that act ethically, the key difference between venture capital and private equity, and how conveying issues and ideas to your CEO using language he understands leads to faster results. Corey and Dave discuss why successful business are built on two things: infrastructure as code and monitoring.

About Dave

Dave Mangot, author of DevOps Patterns for Private Equity, helps portfolio companies get good at delivering software. He is a leading consultant, author, and speaker as the principal at Mangoteque. A DevOps veteran, Dave has successfully led digital, SRE, and DevOps transformations at companies such as Salesforce, SolarWinds, and Cable & Wireless. He has a proven track record of working with companies to quickly mature their existing culture to improve the speed, frequency, and resilience of their software service delivery.

Links Referenced:

Mangoteque: https://www.mangoteque.com
DevOps Patterns for Private Equity: https://www.amazon.com/DevOps-Patterns-Private-Equity-organization/dp/B0CHXVDX1K
“How to Talk Business: A Short Guide for Tech Leaders”: https://itrevolution.com/articles/how-to-talk-business-a-short-guide-for-tech-leaders/

Next Episode

How Vercel is Improving the Developer Experience on the Front End with Guillermo Rauch

Guillermo Rauch, Founder and CEO of Vercel, joins Corey on Screaming in the Cloud to discuss how he decided to focus on building a front-end tool that is fast, reliable, and focuses on the developer experience. Guillermo explains how he discovered that Javascript was the language that set online offerings apart, and also reveals the advice he gives to founders on how to build an effective landing page. Corey and Guillermo discuss the effects of generative AI on developer experience, and Guillermo explains why Vercel had a higher standard for accuracy when rolling out their new AI product for developers, v0.

About Guillermo

Guillermo Rauch is Founder and CEO of Vercel, where he leads the company’s mission to enable developers to create at the moment of inspiration. Prior to founding Vercel, Guillermo co-founded LearnBoost and Cloudup where he served the company as CTO through its acquisition by Automattic in 2013. Originally from Argentina,

Guillermo has been a developer since the age of ten and is passionate about contributing to the open source community. He has created a number of JavaScript projects including socket.io, Mongoose.js, Now, and Next.js.

Links Referenced: