An AI sidekick is only as helpful as the data it can see. Ask Miles a question about a tool he’s not connected to and he’s guessing like anyone else. Connect that tool and he’s working from your actual reality. So connections aren’t a settings chore — they’re what turns a clever assistant into one that genuinely knows your business.
But you don’t need to wire up everything at once. A few integrations do most of the work. Here’s the priority order.
Start with Google Workspace
If you connect one thing, make it your email and calendar. This is the backbone of how most small businesses actually run, and it unlocks the most for Miles immediately:
- He can see what’s on your calendar and plan a realistic day.
- He can read context from email threads to draft accurate replies.
- He can turn "follow up with that customer" into an actual drafted message.
Why this one first
Calendar and email are where your commitments and conversations live. Connect them and Miles stops being generic — he’s working from your real schedule and your real correspondence.
Then connect your analytics
If you have a website or storefront, connecting analytics gives Miles a feel for what’s actually happening — traffic, what people look at, where they drop off. That turns marketing questions from guesses into informed answers: "which page is losing people," "did that campaign do anything," "what’s bringing customers in."
Then wire up money: Stripe and QuickBooks
Connecting your payments and bookkeeping is what makes the money side of Miles real. With these in, he can:
- See which invoices are paid, pending, or overdue.
- Answer "how did we do last month?" from your actual figures.
- Spot a late payment and draft the reminder before it becomes a cash problem.
This is the connection that powers the proactive, cash-protecting behavior that’s easy to talk about and impossible to deliver without the data.
Add the rest only as you need them
Beyond these, connect tools when a real need shows up — not to collect integrations. The goal isn’t a dashboard full of logos; it’s giving Miles the specific context that makes him more useful for your business.
You’re always in control of the connection
Every integration is something you grant and can revoke at any time. Connecting a tool lets Miles read what he needs to help — it doesn’t hand over the keys. And the trust gate still holds: seeing your data lets him draft and prepare, but sending, paying, and booking always wait for your tap.
The payoff order
Connect Google Workspace and Miles understands your day. Add analytics and he understands your customers. Add Stripe and QuickBooks and he understands your money. Each connection makes every answer sharper and every draft more accurate — because he’s working from what’s true about your business, not a reasonable guess. Start with the backbone, build out as you go, and let the sidekick get smarter with every tool you trust him to see.