The First Week with Cowork
Cowork Without Connectors Is Half a Cowork
For the first few weeks, most people use Cowork the way they'd use any chat assistant. They ask questions, get answers, paste content in, get drafts back. It feels useful but not transformative, like a smart notepad with extra steps.
The product changes shape after connecting tools like a calendar, email, and a project tracker. You are not using Cowork properly until you take this step.
#What changes when Cowork can see your tools
Without connectors, every cross-tool task is a copy-paste job. You copy your meetings out of Google Calendar to ask "prep me for today." You forward an email to paste into Cowork so it can draft a reply. You screenshot a Linear issue to summarize it. The friction adds up fast enough that you stop trying.
With connectors installed, the same workflows happen in a single sentence. "Look at my calendar and tell me what I need to prep for." "Find the email from Sarah about the contract and summarize the back-and-forth." "Pull the three highest-priority issues from Linear assigned to me." Cowork can do these because it can read the underlying tool, not because you fed it the data.
#The starter set
You don't need to connect everything at once. There's a small set that delivers most of the value and a long tail that delivers diminishing returns.
The starter set, in priority order:
Calendar. Almost every weekday is shaped by it. With calendar access, Cowork can prep you for meetings, find conflicts you missed, surface what tomorrow looks like, and connect "this meeting" to "the related doc." It's also the lowest-risk connector: calendar data is mostly meeting titles and times, not sensitive content.
Email. Inbox triage is the canonical AI use case for a reason. With Gmail or Outlook connected, "what do I owe people a reply on" becomes a single prompt instead of a slow scroll. Pair this with the brief-style prompting from the first article in this series and you have a real productivity move on day one.
File storage. Google Drive, OneDrive, Dropbox, or Box. With this, Cowork can find the doc you half-remember writing six months ago. Without it, you'll keep pasting content in by hand.
That's three connectors. Most people see most of the benefit from just these.
#What to install next, and what to wait on
After the starter set, the right next connector depends on your job. A PM should connect Linear, Jira, or whatever issue tracker the team uses. A salesperson should connect their CRM. A marketer should connect their content tool of choice. Pick the one tool you open most days that isn't already covered.
The connectors to slow-walk are the ones that don't change your workflow when added. A meeting transcription tool is useful if you actually have a backlog of transcripts to mine; it's noise if you don't. A research tool is great when you're researching; it's clutter when you're not.
The instinct to "connect everything in case I need it" is wrong. Each connector adds surface area Cowork has to consider; it also adds permissions you've granted that you might forget about. Install what you'll use this week, not what you might want next quarter.
#A note on permissions
When you install a connector, the OAuth flow asks for scopes. Read them. Most connectors offer read-only options, and read-only is the right default until you trust the workflow. Gmail can be installed with "read your email" only, no send permission. Calendar can be installed without create-event permission. Linear can be installed without issue-update permission.
Start read-only. After a week of seeing what Cowork does with the read scope, upgrade to write where it makes sense. This is the difference between "Cowork can draft a reply for me to send" (great) and "Cowork sent an email I didn't see" (bad).
#What to do this week
Pick three connectors: calendar, email, and your file storage of choice. Install them read-only. Run one workflow against each (a meeting prep, an inbox triage, a "find the doc about the launch") and notice how different the experience is from chat-with-paste.
Then stop. Don't install five more. The starter set will keep paying off; the tail can wait until you have a specific reason to add it.