Read the thread. Send a thoughtful reply
Read and manage Gmail and Outlook mail, then write or refine messages with AI that uses the thread, the recipients and your brand voice.
What you can work on
Search, read and work through threads, then compose, reply, forward and send from Gmail or Outlook, with BCC. Outlook uses categories and rules where Gmail uses labels and filters. Connect more than one inbox per provider.
Write with AI or Refine with AI using the thread, the recipients and your brand voice. As a rough guide, Fast takes about 15 seconds, Balanced, the default, about a minute, and Comprehensive, which reviews every email and rewrites until it is right, up to five minutes.
Create personalities that set the voice of your drafts, then pick one per message or start from a quick reply. When Gmail and Outlook are both connected, the assistant asks which mailbox to use before it drafts.
Current product view
Draft a reply in context or start a new email with writing instructions. Review the content and recipients before sending.
A practical starting point
I didn’t realise how much time we were wasting until we switched to Pebbles Ai. No more second-guessing emails, no more back-and-forth approvals. Just smart, effective messaging that’s ready to go. I wish we’d started sooner.
Independent review
The Gmail and Outlook connections behind Smartbox have passed the CASA II and Microsoft 365 assessments. SOC 2 Type II and ISO 27001 are in progress.
The security assessment Google requires of applications that connect to Gmail and Google Workspace data.
Microsoft's review of the security and data handling behind our Outlook and Microsoft 365 connections.
How we collect, process, store and delete personal data, as EU and UK data protection law requires.
The terms under which we process personal data on your behalf, published in the trust centre with the transfer annexes.
Every business works in its own secured tenant, with its own data, memory and assistants. No data crosses between tenants, and no customer's data trains a model.
Our team is actively working on CCPA compliance, which covers how we collect, use, store and delete the personal information of California residents.
Our team is actively working on an independent audit of how our security controls work over time, with the report targeted for Q2 2027.
Our team is actively working on certifying our information security management system with an accredited body, targeted for Q2 2027.
Certification documentation is available through the trust centre before you commit.
Clear answers
Smartbox lets you handle your email inside Pebbles Ai. Search, read and work through threads, then write, reply, forward and send, with BCC. Outlook works as fully as Gmail. It uses categories and rules where Gmail uses labels and filters.
Yes, Smartbox works with both Gmail and Outlook. Connect your mailbox in Settings, Connections. You can connect more than one inbox for each provider, and browse, create and apply Gmail labels and Outlook categories.
Yes. Write with AI drafts a reply using the thread, the people on it and your brand voice. Refine with AI improves a draft you already have. Pick a personality to set the voice, or start from a quick reply.
Fast, Balanced and Comprehensive are the three Write with AI modes. Fast takes about 15 seconds. Balanced, the default, takes about a minute. Comprehensive reviews the email and rewrites it until it is right, in up to five minutes, and comes with Champion seats or the Proofread add-on. The times are a rough guide.
Yes. Ask the Marketing or Strategy assistant to send it at a set time, and a scheduled task sends it from the mailbox you choose. A weekly task can check your threads and follow up with anyone who has not replied. For a planned series to new contacts, build a campaign in Outreach content.
Yes. Each person connects their own Gmail and Outlook mailboxes, several per provider, and works in each with its own labels or categories and unread counts. When you have both Gmail and Outlook connected, the assistant asks which mailbox to use.
Smartbox is covered by CASA II and Microsoft 365 Certification, both assessed by third parties. CASA II covers the Gmail connection, and Microsoft 365 Certification covers the Outlook connection. You sign in to Pebbles Ai with Google, Microsoft or an emailed one-time code, with no passwords.
Use Smartbox for everyday email and Outreach content for campaigns. Smartbox is for everyday email: reading threads and writing replies. Outreach content is for planning campaigns to new contacts, by email or LinkedIn. Campaign emails go from your connected mailbox.
For more context, read Outreach content vs email sending tools. To see how other tools approach this work, compare AI email and social publishing tools.
Your next chapter
Connect Gmail or Outlook, draft a reply in your brand voice and check it before you send.
