Project Management migration
Field-level mapping, validation, and rollback between SmartTask and Trello. We move data and schema; workflows are rebuilt natively in Trello.
SmartTask
Source
Trello
Destination
Compatibility
6 of 12
objects map 1:1 between SmartTask and Trello.
Complexity
BStandard
Timeline
1-3 weeks
Overview
Moving from SmartTask to Trello is primarily a structural flattening: SmartTask organizes work around Projects and Tasks with rich per-task properties, while Trello uses Boards containing Lists of Cards with per-card Custom Fields. We map SmartTask Projects to Trello Boards, SmartTask Tasks to Trello Cards, and handle the per-board Custom Field schema discovery required because Trello defines custom fields at the board level. Assignees in SmartTask migrate as Card Members by email match, with any unmatched users held in a reconciliation queue. SmartTask Followers have no Trello analog and are noted for admin review. Recurring tasks, Task Templates, Time Entries, and Task Contacts do not have native Trello equivalents; we flag these for manual rebuild or workaround post-migration. SmartTask's CSV export is capped at 3,000 tasks per operation, so larger workspaces require chunking by project or date range. We do not migrate Butler automations, Power-Ups, or Workspace Settings; we deliver a written inventory of any active automations requiring rebuild.
Every standard and custom field arrives verified.
AI proposes the map; you confirm before any record moves.
Parent–child, lookups, and ownership stay linked.
Calls, emails, meetings — with original timestamps.
Documents, uploads, and inline notes move with the record.
Why teams make this switch
Leaving
What's pushing teams away
Choosing
What's pulling them in
Object mapping
Each row shows how a SmartTask object lands in Trello, including any object-level transformations, lookup resolution, or schema-design dependencies.
Typical mapping — final map is confirmed during the sample migration step.
SmartTask
Project
Trello
Board
1:1SmartTask Projects map 1:1 to Trello Boards. Project name, description, start and due dates, status, and project-level custom fields transfer. We create the Board in the target Workspace, set the Board visibility (private, workspace, public) based on the SmartTask project's access settings, and preserve the project-level custom field schema as Board-level Custom Fields on the target. Project color coding migrates to Board background color if available; otherwise a default is applied.
SmartTask
Task
Trello
Card
1:1SmartTask Tasks map 1:1 to Trello Cards within the target Board. We transfer title, description (migrated as card description), start and due dates (as due date on card), priority (as a Label with color coding), and tags (as Trello Labels). Each SmartTask checklist item becomes a Trello Checklist item on the card. We maintain parent-child task relationships by placing child tasks as cards in the same List with a prefix label or card name convention indicating hierarchy; deep nesting beyond two levels is flattened with the admin's preferred convention.
SmartTask
Custom Fields
Trello
Custom Fields (per-board)
lossySmartTask custom field schemas vary by project, meaning a single workspace may have inconsistent field definitions across task records. We perform schema discovery across all SmartTask projects before migration, catalog every unique custom field name and type (string, number, date, yes/no), and create matching Custom Fields on each destination Trello Board before card import. Trello Custom Field types (checkbox, date, dropdown, number, text) map from SmartTask's type system. Note that Trello checkbox Custom Fields that have never been checked cannot be copied via move operations; we flag any such records before import.
SmartTask
Assignee
Trello
Member
1:1SmartTask Task Assignees resolve by email against Trello Workspace Members. We extract every distinct assignee email across all tasks, match against the target Trello's member list, and assign Members to Cards by email. Any assignee with no matching Trello Member goes to a reconciliation queue for the customer's admin to provision before card import. A single SmartTask task with multiple assignees results in multiple Member assignments on the Trello Card.
SmartTask
Follower
Trello
(no direct equivalent)
lossySmartTask Followers on tasks have no Trello analog. Trello Cards have Assignees (Members) but no follower or observer role beyond Board-level access. We flag all follower records for the customer's admin to review post-migration and decide whether to convert followers to Members on a per-task basis or document the follower list for reference.
SmartTask
Comments and Discussions
Trello
Card Comments
1:1SmartTask Task Comments migrate as Trello Card Comments. We preserve author, timestamp, and comment body. Project-level Discussions attach to the Board as the first Card comment or as a Board description note, depending on the customer's preference during scoping. Comment threading in SmartTask becomes a flat comment list in Trello, and we note this structural difference in the migration report.
SmartTask
Recurring Tasks
Trello
(no native equivalent)
lossySmartTask recurring tasks with daily, weekly, monthly, yearly, or custom recurrence rules and next-occurrence dates do not have a native Trello equivalent. We migrate the recurrence rule, original creation date, and next-occurrence date as a Card Custom Field (text or date) so that the customer's admin can configure Butler rules or a calendar Power-Up to replicate the recurrence pattern post-migration. We do not build the Butler rules within the migration scope.
SmartTask
Task Template
Trello
Card Template
lossySmartTask Task Templates with pre-filled fields and default assignees map to Trello Card Templates. Template names and default field values transfer to the destination Card Template, with a note that any automation triggers attached to templates in SmartTask do not carry over and require rebuilding in Trello's Butler.
SmartTask
Tag and Label
Trello
Label
1:1SmartTask Tags map 1:1 to Trello Labels. We create Labels in the destination Board using SmartTask tag names, matching color if the source tag has a color assignment. Tags applied across multiple projects create the same Label on each target Board. New Labels are created if they do not already exist in the target Board.
SmartTask
Attachment
Trello
Card Attachment
1:1SmartTask file attachments (from Google Drive, Dropbox, or direct upload) migrate as Trello Card Attachments. We export file references and URLs. Note that SmartTask file attachments stored in external storage may require re-authentication to the storage provider after migration; we flag any attachments requiring re-authentication in the migration report and note that attachment integrity is the customer's responsibility post-migration.
SmartTask
Milestone and Status
Trello
List or Label
lossySmartTask Milestones group tasks under a shared deadline marker and custom status values are supported per project. We map Milestones to either a dedicated Trello List (one list per milestone) or to a Label with the milestone name, depending on the customer's preference during scoping. Custom status labels migrate as color-coded Labels or as List names if the status represents a Kanban stage. The customer chooses the convention during discovery.
SmartTask
Time Entry
Trello
(no native equivalent)
lossySmartTask Time Entries on tasks (available on Business and Enterprise tiers) have no native Trello equivalent. We export time entries as Card Custom Fields (number or text) capturing total duration, and flag time entry records in the migration report for the customer to configure a time tracking Power-Up (Planyo, Timely, or Toggl integration) post-migration. We do not configure third-party Power-Up integrations within the migration scope.
| SmartTask | Trello | Compatibility | |
|---|---|---|---|
| Project | Board1:1 | Fully supported | |
| Task | Card1:1 | Fully supported | |
| Custom Fields | Custom Fields (per-board)lossy | Mapping required | |
| Assignee | Member1:1 | Fully supported | |
| Follower | (no direct equivalent)lossy | Fully supported | |
| Comments and Discussions | Card Comments1:1 | Fully supported | |
| Recurring Tasks | (no native equivalent)lossy | Fully supported | |
| Task Template | Card Templatelossy | Fully supported | |
| Tag and Label | Label1:1 | Fully supported | |
| Attachment | Card Attachment1:1 | Fully supported | |
| Milestone and Status | List or Labellossy | Fully supported | |
| Time Entry | (no native equivalent)lossy | Fully supported |
Gotchas + challenges
Platform-specific issues from each side, plus the pair-specific challenges that don't show up on either platform's page on its own.
SmartTask gotchas
v1 to v2 migration can reset AppSumo LTD status
CSV export capped at 3000 tasks per operation
Deleted attachments ghost back into task activity feeds
Custom field schema varies per project
Trello gotchas
Billing model uses maximum seat quantity at term midpoint
Custom Field data historically stored in pluginData
API rate limits are token-gated and can block bulk migration
Guest-to-paid seat conversion triggers on multi-board membership
Automation command runs are capped per plan and overage triggers upgrade pressure
Pair-specific challenges
Migration approach
Workspace discovery and scoping
We audit the source SmartTask workspace across all projects, task volumes per project, custom field schema inventory (field names, types, usage frequency), assignee and follower sets, active Task Templates, recurrence rule configurations, and any time entry data. We also identify SmartTask automations and workflows requiring documentation. The output is a written migration scope defining target Board count, per-board custom field mapping, assignee reconciliation list, and a list of records requiring non-standard handling.
Custom field schema discovery and per-board creation
SmartTask custom fields are defined per-project, which means we must catalog every unique field name and type across the workspace before mapping. We extract the full custom field schema, identify conflicts (same name, different types across projects), resolve conflicts by project-specific type assignment, and create matching Custom Fields on each destination Trello Board via the Trello API before any card import. This step runs before any data moves to ensure the target schema is ready to accept typed data.
Assignee and follower reconciliation
We extract every distinct assignee email across all SmartTask Tasks and cross-reference against the target Trello Workspace member list. Members with a direct email match are assigned to Cards by email during migration. Followers have no Trello analog and are flagged for admin review. Any assignee without a matching Trello Member goes to a reconciliation queue; the customer's admin provisions missing Workspace Members before card import resumes. This step gates card import because Trello requires valid member references.
Board creation and card import in dependency order
We create destination Trello Boards in the target Workspace, set Board visibility based on SmartTask project access settings, and import Cards in project order. Each Card receives title, description, due date, assigned Members, Labels (from SmartTask tags), and Checklist items (from SmartTask checklist items). Custom Field values are set after Board-level Custom Fields are confirmed to exist. Recurring task metadata and time entry data are written to Card Custom Fields as text or number fields per the schema discovered in step two. Each Board import emits a row-count reconciliation report before the next Board begins.
Comment and attachment migration
SmartTask task comments migrate as Trello Card Comments, preserving author, timestamp, and body. Project-level discussions are attached to the Board description or the first card comment per the customer's chosen convention. File attachments migrate as Card Attachments by URL reference; we scan for orphaned file references (a known SmartTask forum bug where deleted attachments ghost back into activity feeds) and flag them for customer review before the destination import.
Cutover, validation, and automation inventory delivery
We freeze SmartTask writes during the cutover window, run a delta migration of any tasks modified during migration, then deliver the completed Trello Boards. We provide a written automation inventory document listing every SmartTask Workflow and automation with trigger, conditions, and recommended Butler equivalent, plus a checklist of Power-Ups requiring reinstallation and reconfiguration. We support a 72-hour hypercare window for reconciliation issues. We do not rebuild SmartTask automations as Butler rules within the migration scope.
Platform deep dives
SmartTask
Source
Strengths
Weaknesses
Trello
Destination
Strengths
Weaknesses
Complexity grading
Standard Project Management migration. 2 of 8 objects need a mapping; the rest are 1:1.
Overall complexity
Standard migration
Derived from compatibility, mapping clarity, API constraints, and data volume across SmartTask and Trello.
Object compatibility
2 of 8 objects need a mapping; the rest are 1:1.
Field mapping clarity
Field mapping is derived from defaults — final spec confirmed during the sample migration.
Timeline complexity
8-object category — typical timelines run 2–7 days end-to-end.
API constraints
SmartTask: Not publicly documented.
Data volume sensitivity
SmartTask doesn't expose a bulk API — REST + parallelization used for high-volume runs.
Estimator
Rule-based pricing — no per-record fees, no manual quotes. Migrations over 2M records are scoped individually.
Step 1
Pick a category, then your source and destination platforms.
Category
FAQ
Answers to the questions buyers ask most during SmartTask to Trello migration scoping. Not seeing yours? Book a call.
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