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Todd Dailey

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@twid

Founder, @DaywardAI. I help companies position and explain their AI, and I build things with it. 22 years at Apple. Not investment advice.
San Jose, California daywardai.com/hello?utm_sour… Joined December 2006
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Todd Dailey Verified account @twid
Here’s an Apple secret:
Success comes from culture, not technology.

Like many at Apple, I worked for many years under John Brandon, our longtime head of sales. He had his “Top Ten Rules for Success” which I carried around and lived by.

It’s easy to spot someone from Brandon’s team by how they collaborate. I tried to be one of them. I mopped the floor (literally at times), I shared everything I knew without gatekeeping, I always assumed the customer knew their business.

I think about AI the same way. Most AI advice right now is for builders. Almost nobody is helping the marketers, sales engineers, and execs who actually have to put AI in front of customers. That’s the gap I work in.

I left Apple last month after 22 years. After some thinking and a lot of conversations, I’m now doing what I did inside Apple, but for other organizations: AI positioning, helping businesses understand AI, and creating Apple-level presentations and content.
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Todd Dailey Verified account @twid
After 22 years of working for Apple and always traveling with a Mac laptop, this weekend I brought a Mac but not macOS. My M1 MacBook Pro is running Omarchy Linux.

Everything works! WiFi on the plane, Apple Music, speakers, airdrop. It’s super fast, and it’s AI native, you can literally just prompt what you want. Claude, grok bot, discord, all my go to apps just work.

It’s still got some rough edges but it’s freeing to have full control of your OS. Even if you don’t want to daily drive it any good techy should try it to see what an AI-first OS looks like.