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Pebbles Ai

Smartbox

AI email replies in Gmail and Outlook

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.

Follow-ups slipping through a busy inbox?

Replies drafted from the thread

Read Gmail and Outlook mail beside the thread, then ask for a short reply or a full draft. The assistant writes from the thread, the recipients and your brand voice, and you check it before anything is sent.

  • Gmail and Outlook

    Search, read, reply, forward and send from either provider, with more than one inbox per provider.

  • Write with AI

    Write or refine a draft from the thread, the recipients and your brand voice, in Fast, Balanced or Comprehensive mode.

  • Personalities and quick replies

    Pick a personality per message or start from a quick reply. With both providers connected, the assistant asks which mailbox to use.

Email from Priya Raman at Northwind Kites asking three questions about the pilot, with the Short answer options I'm interested, Ask for more details, Politely decline and Unsubscribe.

Reply without leaving the thread

Read the thread beside your inbox, then answer with a short reply or open a full draft to review before sending.

What you can work on

What you can do in Smartbox

Full support for Gmail and Outlook

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

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 without checks. Balanced, the default, takes about a minute, and Comprehensive up to five minutes.

Personalities and quick replies

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

From an email thread to a careful reply

Draft a reply in context or start a new email with writing instructions. Review the content and recipients before sending.

Priya Raman's email asking three questions about the pilot, and below it Jonah Reyes's reply editor with an AI draft answering each one.

Reply from the conversation

Use the thread and your instructions to draft a reply, then review it before sending.

Smartbox in Pebbles Ai: a new email to Ava Lindqvist at Northwind Kites with a ready AI draft, 'Aurora kickoff next Tuesday: agenda and launch questions'.

Compose a new email with instructions

Start a new message with writing instructions, then check the draft and recipients before sending.

A practical starting point

How to answer an email with Smartbox

  1. Open the relevant thread or start a new message.
  2. Write or refine the draft with AI in the mode that suits the reply.
  3. Check the recipients and content before sending.
Sviat Luchyn

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.

Sviat LuchynFounder & CEO, Flying Age

Independent review

Smartbox connections assessed by third parties

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.

  • Pebbles Ai mascot holding a shield marked CASA Tier II

    CASA II Certified

    App Defense Alliance CASA Tier II assessment

    The security assessment Google requires of applications that connect to Gmail and Google Workspace data.

  • Pebbles Ai mascot holding a shield with the Microsoft mark

    Microsoft 365 Certified

    Microsoft 365 App Compliance Program certification

    Microsoft's review of the security and data handling behind our Outlook and Microsoft 365 connections.

  • Pebbles Ai mascot holding a shield marked GDPR

    GDPR

    EU General Data Protection Regulation and UK GDPR

    How we collect, process, store and delete personal data, as EU and UK data protection law requires.

  • Pebbles Ai mascot holding a shield marked SOC 2 Type II

    SOC 2 Type IIPending

    AICPA Trust Services Criteria, Type II report

    An independent audit of how our security controls work over time, with the report targeted for Q2 2027.

  • Pebbles Ai mascot holding a shield marked ISO 27001

    ISO 27001Pending

    ISO/IEC 27001 information security management system

    Certification of our information security management system by an accredited body, targeted for Q2 2027.

  • Pebbles Ai mascot holding a shield marked TIAI Type II

    Tenant-Isolated AI

    Pebbles Ai architecture for tenant isolation and data security

    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.

Certification documentation is available through the trust centre before you commit.

Clear answers

Common questions about Smartbox

What can I do in Smartbox?

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.

Does Smartbox work with Gmail and Outlook?

Yes, Smartbox works with both Gmail and Outlook. Connect your mailbox in Settings, Connections. You can connect more than one inbox for each provider. Smartbox works with these two providers only, not with other email services.

Can Smartbox help draft a reply from the thread?

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.

What are the Fast, Balanced and Comprehensive modes?

Fast, Balanced and Comprehensive are the three Write with AI modes. Fast takes about 15 seconds and skips checks. Balanced, the default, takes about a minute. Comprehensive can take up to five minutes. The times are a rough guide, not a promise.

Can Smartbox schedule emails or send sequences?

No. Smartbox does not schedule sends or run automated sequences. Each email goes out when you send it yourself. To prepare a planned series of messages, use Outreach content, which saves them as drafts in your mailbox.

Is Smartbox a shared team inbox?

No. Each person connects their own mailboxes, and each one stays separate rather than merged into one shared inbox. When you have both Gmail and Outlook connected, the assistant asks which mailbox to use.

Which certifications cover Smartbox?

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.

Should I use Smartbox or Outreach content?

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 are saved as drafts in 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

Answer your next email from the thread

Connect Gmail or Outlook, draft a reply in your brand voice and check it before you send.