Connect Outlook and
Outreach with AI

Sync email activity with sales sequences automatically. Stop manually logging emails, copying prospect replies into Outreach, or building reports to track which sequences drive responses. Redbird connects your Microsoft 365 email to your sales execution platform and automates the data work.

No code required
Live in minutes
SOC 2 Type II

What you can automate today

Redbird gives your team ready-to-run workflows — just connect your accounts and go.

Sync Outreach sequence emails to Outlook sent items and contact history

Automatically log all Outreach sequence emails back to Outlook as sent messages with proper threading and contact associations. Sales reps see complete email history in their native inbox, and IT maintains unified email archives across both platforms without manual exports.

Create Outreach prospects from Outlook email conversations with target accounts

When AEs email contacts at target accounts in Outlook, automatically create or update prospect records in Outreach with conversation history and engagement data. Ensures every meaningful conversation enters your sales workflow without manual data entry or CSV imports.

Enrich Outreach prospect records with Outlook calendar meeting history and attendance

Pull meeting attendance, reschedule patterns, and no-show data from Outlook into Outreach prospect records. Sales managers see which prospects consistently take meetings versus those who cancel, informing sequence prioritization and coaching conversations.

Alert sales managers when high-priority sequence replies arrive in Outlook

Monitor Outlook for replies to specific Outreach sequences targeting enterprise accounts or executive personas. Send instant Slack or Teams alerts when responses arrive, ensuring fast follow-up on the opportunities that matter most without constant inbox monitoring.

Report on email response rates by Outreach sequence and Outlook send time

Combine Outreach sequence metadata with actual Outlook delivery and reply timestamps to analyze which send times drive the highest response rates by prospect segment. Surface insights that traditional Outreach reporting misses because it lacks full email infrastructure data.

Archive completed Outreach sequence threads to Outlook folders by deal stage

When prospects move to closed-won or closed-lost in Outreach, automatically file entire email threads into designated Outlook folders with proper metadata tagging. Maintains compliance-ready email archives organized by sales outcome without manual filing or retention policy gaps.

Live in four steps

No engineers, no pipelines to maintain. Redbird handles the connectivity — you focus on the outcome.

01

Connect your accounts

Authorize Outlook and Outreach with OAuth or API credentials. Redbird never stores your data — it just passes through.

02

Describe what you want

Tell Redbird what to do in plain language — no SQL, no code, no configuration files required.

03

Review and activate

Redbird shows you exactly what it will do before running anything. Approve the workflow, set a schedule, and switch it on.

04

Let it run — and iterate

Workflows run on your schedule or on triggers. Every run is logged. Adjust with natural language at any time.

Built for data-driven teams

Redbird understands both Outlook's Exchange email architecture and Outreach's sequence execution model, so you can automate across sales workflows and communication infrastructure.

AI that reads Outlook mailboxes and Outreach sequence schemas

Redbird maps Outlook message IDs, conversation threads, and contact objects to Outreach prospects, sequences, and touchpoints without brittle field matching. The AI handles Outlook's folder hierarchies, shared mailbox permissions, and calendar event structures alongside Outreach's stage progressions, cadence templates, and activity logging. When Microsoft updates Exchange schemas or Outreach modifies sequence APIs, Redbird adapts automatically.

Outlook message threading
Outreach sequence stages
Exchange contact sync
Touchpoint attribution
10×

faster than building Outlook-Outreach sync with Power Automate connectors and middleware

No Azure Logic Apps, no custom API authentication, no JSON parsing of Exchange Web Services responses

Auto-generated reports

Redbird can pull from Outlook and Outreach simultaneously, merge the results, and format a polished report — sent on a schedule or on demand.

Trigger-based alerts

Set conditions in natural language. Get notified in Slack or email the moment a threshold is crossed in either Outlook or Outreach.

Enterprise-grade security

SOC 2 Type II certified. Data flows encrypted in transit and at rest. Fine-grained permission controls with full audit logs.

Bidirectional sync

Push data from Outlook into Outreach, or from Outreach back into Outlook. Resolve conflicts with configurable merge rules.

Full audit trail

Every workflow run is logged — what ran, what changed, and why. Replay or revert any individual step at any time.

Triggers & actions for every team

Start automations from any email event in Outlook or sales activity in Outreach, then update records, route data, or trigger workflows in either system.

Outlook
Triggers & Actions
Trigger

New email received

Fires when an email arrives in a monitored Outlook mailbox or folder, with full message content and metadata.

Trigger

Email reply to sent message

Triggers when a recipient replies to an email you sent, capturing thread history and response timing.

Trigger

Calendar meeting scheduled

Fires when a new meeting is created in Outlook calendar, including attendee list and meeting details.

Action

Send email from mailbox

Compose and send an email through Outlook with specified recipients, subject, and body content.

Action

Create contact or update fields

Add new contacts to Outlook or update existing contact records with email addresses, phone numbers, and custom fields.

Action

Move email to folder

Organize emails by moving messages to specific Outlook folders based on sender, subject, or content criteria.

Outreach
Triggers & Actions
Trigger

Prospect replies to sequence

Fires when a prospect responds to any email in an active Outreach sequence, capturing reply content and sequence position.

Trigger

Prospect reaches sequence step

Triggers when a prospect advances to a specific step in a sequence, enabling mid-sequence intervention or data enrichment.

Trigger

Prospect stage changes

Fires when a prospect moves between pipeline stages in Outreach, indicating deal progression or disqualification.

Action

Add prospect to sequence

Enroll a contact into a specific Outreach sequence with custom start step and scheduling parameters.

Action

Update prospect fields

Modify prospect record data in Outreach including custom fields, tags, ownership, and account associations.

Action

Log manual activity

Record a call, email, or meeting activity against a prospect record with notes, outcome, and timestamp.

Outlook
+
Outreach

Ready to connect your stack?

Stop manually syncing email activity between Outlook and Outreach. Redbird automates the data work so your sales team can focus on conversations, not logging.

Get started → Book a demo