Connect Dropbox and
Trello with AI

Automate file management between your cloud storage and project boards. Stop manually uploading deliverables to cards, hunting for the latest file versions, or copying links between systems. Redbird AI syncs files, attachments, and project documentation automatically.

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.

Auto-attach new Dropbox files to Trello cards by naming convention

When files are added to specific Dropbox folders, automatically attach them to matching Trello cards based on file name, project code, or folder structure. Keep deliverables synced without manual uploads. Perfect for creative teams managing assets and approvals.

Create Dropbox folders when new Trello boards or lists are created

Automatically provision organized folder structures in Dropbox whenever new projects launch in Trello. Maintain consistent file organization across tools. Ensures every project has a home for documents from day one.

Update Trello card descriptions with Dropbox file links and metadata

When files are uploaded to project folders, automatically update corresponding Trello cards with shareable links, file size, and last modified date. Eliminate link hunting and keep card context current without switching tools.

Archive completed Trello cards and attachments to permanent Dropbox storage

When cards move to 'Done' or 'Archived' lists, automatically export card content and attachments to organized Dropbox folders by date, project, or client. Create permanent records of completed work. Free up Trello while preserving project history.

Alert teams in Trello when critical files are updated in Dropbox

Monitor specific Dropbox files or folders and create Trello cards or comments when changes occur. Keep project teams informed when contracts, briefs, or designs are updated without constant manual notifications.

Sync Trello checklist completion to Dropbox file status reports

Generate and update status reports in Dropbox based on Trello checklist progress and card movement. Automatically create stakeholder-ready documentation showing project completion. Turn board activity into shareable progress files.

Live in four steps

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

01

Connect your accounts

Authorize Dropbox and Trello 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 AI understands Dropbox file structures, metadata, and sharing permissions alongside Trello's boards, cards, lists, and custom fields to create intelligent automation between storage and workflow.

AI that maps files to tasks automatically

Redbird's AI understands the relationship between Dropbox folder hierarchies and Trello board structures, matching files to cards based on naming patterns, project codes, or metadata. The platform reads file properties like creation date, modifier, and file type alongside card attributes like labels, members, and due dates. This means automations can route the right files to the right cards, create organized folder structures from board templates, and maintain bidirectional sync without manual mapping or rigid folder rules.

Folder-to-board mapping
File metadata enrichment
Attachment version tracking
Smart naming conventions
10×

faster than manually uploading files and updating cards across both systems

No Zapier chains, no browser extensions, no copying links between tabs

Auto-generated reports

Redbird can pull from Dropbox and Trello 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 Dropbox or Trello.

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 Dropbox into Trello, or from Trello back into Dropbox. 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 file event in Dropbox or any card movement in Trello — Redbird handles the rest.

Dropbox
Triggers & Actions
Trigger

New file added to folder

Trigger when files are uploaded to specific Dropbox folders or paths.

Trigger

File updated or modified

Detect when existing files are edited, replaced, or have metadata changes.

Trigger

New folder created

Trigger when new folders appear in monitored Dropbox locations.

Action

Upload file to folder

Create new files in specific Dropbox locations from other system data.

Action

Create shared link

Generate shareable Dropbox links for files with configurable permissions.

Action

Move or rename file

Relocate files between folders or update filenames based on workflow logic.

Trello
Triggers & Actions
Trigger

Card moved to list

Trigger when cards transition between lists like 'In Progress' or 'Done'.

Trigger

Card created on board

Detect when new cards are added to specific Trello boards.

Trigger

Due date approaching or passed

Trigger based on card due date thresholds for time-sensitive workflows.

Action

Attach file to card

Add file attachments from Dropbox or other sources to specific Trello cards.

Action

Update card description or comment

Modify card content with links, status updates, or enriched data.

Action

Create card with custom fields

Generate new cards with pre-populated data, labels, members, and due dates.

Dropbox
+
Trello

Ready to connect your stack?

Stop switching between Dropbox and Trello to manage files and tasks. Redbird AI connects your cloud storage to your project boards so deliverables, documentation, and attachments stay in sync automatically.

Get started → Book a demo