Chat with Work

[Chat with Work @chat_with_work]

RT @paolino: Chat with Work is now Google CASA Tier 2 certified, with SOC 2 in progress.

Also:

We don’t save your workplace data.
No one…

[Alexander Popov @sashopopov]

Ever wished you could talk to your Google Drive?

Now you can with @chat_with_work.

[Carmine Paolino @paolino]

Just shipped Lexxy in @chat_with_work, by @jorgemanru and team.

Attachments now upload while you type, with beautiful previews when available.

If a model can’t handle a supported file natively, Chat with Work converts it to text, just like it does for Google Drive files.

[Carmine Paolino @paolino]

.@chat_with_work is now open.

No waitlist, no manual invites. Sign up with Google and start asking questions about your Google Drive docs in seconds. You can connect Slack too. Other integrations coming soon.

Note: Google may still show an “unverified app” warning while the OAuth verification/security review (CASA) is in progress. The app only requests read-only Drive access and never creates, edits, deletes, or shares your files.

The hosted preview is free during review: 200 credits/month.

https://t.co/i8QAtYFmNI

[Carmine Paolino @paolino]

This is exactly why I’m building @chat_with_work:

Make your company queryable without moving everything into yet another system.

I already use it every day for my own docs, messages, and work context.

Free in early access for a limited time.

https://t.co/j6COQHjBll

[Carmine Paolino @paolino]

I rewrote every section of the @chat_with_work homepage.

The old one said "your all-knowing co-worker" and hoped you'd figure out why you needed it. The new one shows you.

Real screenshots. Actual use cases. New pricing starting at 5EUR/month. A demo you can watch in 30 seconds.

Register, connect Google Drive, ask "find the contract from Acme Corp," get an answer. All in a couple minutes.

Still in early access while we finish Google's security certification.

Spots on the waitlist → https://t.co/NJEFrPU985

[Alexander Popov @sashopopov]

Big milestone for @chat_with_work 👏🏻

[Carmine Paolino @paolino]

Introducing the Slack integration for @chat_with_work.

Simply connect and immediately start searching in your Slack workspace.

Try it now while it's still free! https://t.co/8Kunq2eiJH

[Carmine Paolino @paolino]

RubyLLM's Rails integration is getting more Railsy.

- Conventions on directory structure
- Rails generators for Agents, Tools, and Schemas
- Separate partials per message role, and convention on tool call/results partials.

All ported from @chat_with_work!

Coming soon in 1.14

https://t.co/3HgLEkl8Ge

[Carmine Paolino @paolino]

Slack integration is coming soon in @chat_with_work!

https://t.co/8Kunq2eiJH

[Carmine Paolino @paolino]

Rewrote the Agentic Workflows guide using RubyLLM’s new Agent DSL, and it’s oh-so-clean! 🤩

Sequential, Routing, Parallel, Fan-Out/Fan-In, Evaluator-Optimizer, and RAG workflows, all in plain Ruby.

Ruby is the best language to build AI apps.

https://t.co/ThmSO6xoL3

[Carmine Paolino @paolino]

Slack integration is coming soon to @chat_with_work!

Sign up to be the first to try it out, for free while we iron things out!

https://t.co/8Kunq2eiJH

[Carmine Paolino @paolino]

Ruby is the best language for building AI apps. Yes, really.

The AI training ecosystem is irrelevant. What's left is product engineering, and nobody does that better than Ruby developers.

Includes my keynote at RubyConf Thailand 2026.

https://t.co/PCrKWo1Rls

[Carmine Paolino @paolino]

Gemini 3.1 Pro is not even 2h old and https://t.co/TnOWuQPdu0 already has it!

Go try it out for free at https://t.co/TnOWuQPdu0

[Carmine Paolino @paolino]

I stripped signup down to one button: Sign up with Google.

Waitlist email = Google email.

Names and timezone auto-filled, password optional.

There's never been a easier way to sign in and up to https://t.co/8Kunq2eiJH

[Carmine Paolino @paolino]

Your AI system prompt is probably 4x longer than it needs to be.

Cut ours by 75%. Same behavior. Faster responses. Lower costs.

Also gave the LLM full Google Drive query power - date filters, folder search, boolean operators, etc.

Check it out for free: https://t.co/8Kunq2eiJH

[Carmine Paolino @paolino]

https://t.co/TnOWuQPLjy now runs on Ruby 4 + RubyLLM 1.10.

Gemini 3 Pro/Flash are a real jump over 2.5!

Free, invite‑only accounts are open!

[Chat with Work @chat_with_work]

Powerful AI co-workers are launching fast.

Chat with Work takes a calmer path: ask questions across your work documents, anytime, on any device.

Sign-up for an invite only free spot https://t.co/dXA3T2aP00

[San Francisco Ruby Conference, Nov 19-21, 2025 @sfrubyconf]

@paolino is taking the stage for @chat_with_work.
This is a tool for searching all your work accounts and finding the information you’re looking for. It pulls context from Gmail, Drive, Docs, Sheets, calendars, and presentations.

[Carmine Paolino @paolino]

Just shipped Ruby LLM 1.1.0.rc1 with AWS Bedrock support, bringing Claude to your existing AWS infra. Plus better ways to handle system instructions, smarter model resolution, and Rails improvements. Check it out: https://t.co/5rhSAEYJk3 🚀