Founder/CEO of Dropbox · Board of directors at Meta
San Francisco, CA
Joined March 2008
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Okay fine, it’s the year of the Linux desktop 🐧💫 Proud to be part of it and thank you @dhh and the rest of the crew for bringing this to life!
Omacom Foundation funding has now hit TEN MILLION DOLLARS thanks to @drewhouston and @steipete joining as Founding Patrons with $1 million each for the mission. Couldn't be more thankful! I know just where to send some of the money... omarchy.org/news/2026/08/oma…
Today, we're promoting Ashraf Alkarmi to co-CEO of @Dropbox. Ashraf and I will jointly lead the company, and after a transition period, I'll move into the role of executive chairman and Ashraf will be sole CEO.
Ashraf has transformed our core business since joining — the business has gotten stronger every quarter under his leadership, and he's the leader I trust to run this company.
What’s next for me: my focus right now is making sure Dropbox is in the strongest possible shape. But knowing myself, it won't be long before I'm getting credit card alerts for my Cursor token spend.
I shared more with the Dropbox team this morning — congrats Ashraf! blog.dropbox.com/topics/comp…
Drew Houston retweeted
Wow! Quite a detailed blog from @Dropbox on how they optimize Dropbox Dash relevance judge with @DSPyOSS.
Shout out to the Dropbox Dash team Eric Wang, Dmitriy Meyerzon, and @joshclemm !
Drew Houston retweeted
Incredible case study that's readable yet filled with practical approaches and tactics:
✔ Use GEPA to get near-frontier performance at 1/100th the cost.
✔ Quickly evaluate new models, without having to rewrite prompts.
✔ Evolve & maintain your programs w/o full rewrites
Drew Houston retweeted
Today, we're launching Dropbox Dash!
“Where’s that file?”
Four words that might be the most expensive sentence in a business.
Millions wasted rewriting and rebuilding what we already know-just because context is lost. The cost isn’t just money.
It’s momentum.
Dropbox Dash fixes this - Dash is your AI teammate that surfaces the content and context you need to stay focused and on track.
Drew Houston retweeted
The best AI apps need the right context and @Dropbox Dash is built to provide it.
Thrilled to welcome the incredible tech and talent from @Mobius_Labs to the team.
Multimodal AI will make the Dash context platform even stronger 💪
@Dropbox is acquiring our IP, and the Mobius core tech team is joining them. A huge milestone for us!
dropbox.tech/machine-learnin…
And for my fellow nerds: with Dash, we're obsessed with depth of context, not just breadth. Dash isn't just calling APIs and doing naive keyword search. We build a full semantic index of all your content that is natively multimodal: not just documents but images, videos, everything.
This is the only way to build true understanding and close the context gap to make AI actually useful at work.
Our industry is spending trillions on AI models that can explain quantum physics but can't find your Q2 board deck.
We're fixing this with Dropbox Dash, an AI assistant and search engine that knows about you, your work, and your company, and is deeply connected to all of your work apps.
Starting today (in the US), you can download Dash at dropbox.com/dash and get your team up and running - no six-month deployments or $50k setup fees, just sign in with your work email, connect your apps, and go.
And for Dropbox business customers, Dash is now natively integrated so you can ask questions of your files in natural language.
Dropbox has always been about connecting you to your most important information. Back in 2007, we took the cloud the last mile by giving you a folder that kept everything in sync.
With Dash, we're taking AI the last mile by connecting it to your actual work. This is just the beginning and there will be some rough edges, but I'm very proud of what we're launching and excited to hear what you think!
Drew Houston retweeted
BREAKING: Dropbox CEO & Meta board member @drewhouston will be live on TBPN today at 1p PT
Loved teaming up with @PeabodyAwards to honor the legend @questlove -- well deserved! 🔥
A big thank you to our presenting sponsor @Dropbox and supporting sponsors @OnyxCollective and @amazon for helping make last week's event honoring @questlove as our Peabody Trailblazer Award recipient truly unforgettable! 🏆✨
Congrats @kanjun @joshalbrecht @imbue_ai on the launch -- really great to see more innovation at the UI & systems layer for agentic coding!
Just wrapped our first @Dropbox Presents in LA with (longtime customer!) @ToroyMoi closing it out perfectly. So inspiring to celebrate the incredible artists and creators who use our platform every day. Thank you @PaulaTape @sho_shigematsu @AlexPrager @JennetLiaw and everyone who joined us - what a night!
Using Cursor + Sonnet 4 really feels like the flip in Factorio from no bots to bots. Last abstraction leap that felt like this was going from C/C++ to Python/Lisp
