Project Management migration

Migrate from SmartTask to Trello

Field-level mapping, validation, and rollback between SmartTask and Trello. We move data and schema; workflows are rebuilt natively in Trello.

SmartTask logo

SmartTask

Source

Trello

Destination

Trello logo

Compatibility

50%

6 of 12

objects map 1:1 between SmartTask and Trello.

Complexity

BStandard

Timeline

1-3 weeks

Rollback included Accuracy guarantee Field-level validation

Overview

What this migration involves

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.

Field-level fidelity

Every standard and custom field arrives verified.

Schema-aware mapping

AI proposes the map; you confirm before any record moves.

Relationships preserved

Parent–child, lookups, and ownership stay linked.

Full activity history

Calls, emails, meetings — with original timestamps.

Attachments & notes

Documents, uploads, and inline notes move with the record.

Why teams make this switch

Two sides of the same decision

Leaving

SmartTask logo

SmartTask

What's pushing teams away

  • The interface lags behind modern PM tools in visual polish and UX patterns, and multiple reviewers on G2 and Software Advice explicitly call it outdated.
  • Integration coverage is thin: reviewers cite limited third-party app connections and sparse API documentation as friction points when trying to extend SmartTask into existing stacks.
  • Mobile app functionality trails the web version — contacts are hard to tap, and task interactions on small screens feel incomplete compared to competitors.
  • Support responsiveness is a recurring complaint: while the team is described as passionate on the community forum, several users report slower response times for critical issues.

Choosing

Trello logo

Trello

What's pulling them in

  • Free plan supports unlimited users and 10 boards, giving small teams full access to core Kanban functionality before any paid commitment is required.
  • The drag-and-drop board/card/Label interface requires no training, which reduces adoption friction and onboarding time across distributed teams.
  • Atlassian ecosystem integration with Jira, Confluence, and Bitbucket provides native cross-tool workflows for teams already using Atlassian tools.
  • Butler automation on paid tiers enables rule-based triggers without third-party integrations, covering basic workflow automation needs.
  • Simple visual task management with due dates, checklists, and member assignments keeps individual contributors and small teams organized without complexity.

Object mapping

How SmartTask objects map to Trello

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

maps to

Trello

Board

1:1
Fully supported

SmartTask 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

maps to

Trello

Card

1:1
Fully supported

SmartTask 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

maps to

Trello

Custom Fields (per-board)

lossy
Mapping required

SmartTask 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

maps to

Trello

Member

1:1
Fully supported

SmartTask 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

maps to

Trello

(no direct equivalent)

lossy
Fully supported

SmartTask 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

maps to

Trello

Card Comments

1:1
Fully supported

SmartTask 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

maps to

Trello

(no native equivalent)

lossy
Fully supported

SmartTask 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

maps to

Trello

Card Template

lossy
Fully supported

SmartTask 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

maps to

Trello

Label

1:1
Fully supported

SmartTask 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

maps to

Trello

Card Attachment

1:1
Fully supported

SmartTask 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

maps to

Trello

List or Label

lossy
Fully supported

SmartTask 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

maps to

Trello

(no native equivalent)

lossy
Fully supported

SmartTask 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.

Gotchas + challenges

What specifically takes care here

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 logo

SmartTask gotchas

High

v1 to v2 migration can reset AppSumo LTD status

Medium

CSV export capped at 3000 tasks per operation

Low

Deleted attachments ghost back into task activity feeds

Medium

Custom field schema varies per project

Trello logo

Trello gotchas

High

Billing model uses maximum seat quantity at term midpoint

Medium

Custom Field data historically stored in pluginData

Medium

API rate limits are token-gated and can block bulk migration

Medium

Guest-to-paid seat conversion triggers on multi-board membership

Low

Automation command runs are capped per plan and overage triggers upgrade pressure

Pair-specific challenges

  • Custom field schema varies per SmartTask project

    SmartTask allows custom field definitions to differ between projects, meaning a workspace may have 15 unique custom field names across 10 projects with inconsistent types. Trello Custom Fields are defined at the Board level and must be re-created on each destination Board before card import. We perform full schema discovery across all SmartTask projects before field mapping, catalog every unique field name and type, and pre-create matching Custom Fields on each target Trello Board. Any SmartTask records that use custom fields not present in the project schema are flagged as anomalies before migration begins.

  • SmartTask CSV export capped at 3,000 tasks

    SmartTask's built-in export limits each CSV operation to 3,000 tasks. Workspaces with more than 3,000 active tasks require chunking by project or date range before mapping. We extract SmartTask data in batches using project-level export where available and stitch the result back together before mapping to destination Trello Boards. This is not a data-loss risk but requires an extra orchestration step that can extend migration timelines by one to three days for large workspaces.

  • Trello checkbox Custom Fields require at least one checked value to copy

    Trello's native Custom Field behavior means that checkbox fields that have never been checked cannot be copied when a card is moved to another board. SmartTask yes/no custom fields may have all-unchecked values on certain records. We scan the exported dataset for checkbox Custom Fields with zero checks and flag them for the customer to verify before migration. The workaround is to ensure at least one card in the source has the checkbox checked before export.

  • Recurring tasks and Task Templates have no Trello migration path

    SmartTask recurring tasks use a native recurrence rule engine with next-occurrence tracking. Trello has no built-in recurrence feature; recurring work must be rebuilt using Butler rules or a calendar Power-Up. Task Templates similarly have a structural analog in Trello Card Templates, but any automation triggers attached to SmartTask templates do not carry over. We migrate the recurrence rule metadata as a Card Custom Field and document the recommended Butler configuration, but we do not build the Butler rules within the migration scope.

  • Butler automations and Power-Ups do not migrate

    SmartTask Business-tier Workflows and automations have no direct Trello equivalent that can be imported. Trello's Butler provides rule-based and button-based automation, but migration requires manual reconstruction. We do not migrate automations as code. We deliver a written inventory of every active SmartTask Workflow and automation with its trigger, conditions, and actions, along with a recommended Butler equivalent configuration the customer's admin can implement post-migration. Power-Up configurations (third-party or Trello-native) similarly do not migrate and must be reinstalled and reconfigured on each destination Board.

Migration approach

Six steps for a successful SmartTask to Trello data migration

  1. 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.

  2. 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.

  3. 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.

  4. 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.

  5. 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.

  6. 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

Context on both ends of the pair

SmartTask logo

SmartTask

Source

Strengths

  • Opinionated service-firm orientation with built-in client tracking, rate cards, and billing-model support.
  • Task Templates for repeatable client deliverables eliminate redundant setup for recurring projects.
  • Free tier covering up to 20 users offers a generous evaluation window for small agencies.
  • Multi-view output (timeline, Kanban, task list) means teams can migrate into a view structure their workflow already uses.
  • Active community forum and responsive founding team provide direct access to product decisions.

Weaknesses

  • API documentation is not publicly hosted, making programmatic integration and migration scoping more difficult.
  • Export is limited to 3000 tasks per CSV operation, requiring chunking for larger workspaces.
  • Mobile app is functionally behind the web version; critical contact and task interactions are incomplete.
  • UI and visual design are rated as outdated compared to newer PM tools in G2 and Software Advice reviews.
Trello logo

Trello

Destination

Strengths

  • Generous free tier with unlimited users and 10 boards, the lowest barrier to entry among major project management tools.
  • Intuitive drag-and-drop Kanban interface requires no training or onboarding documentation.
  • Deep Atlassian integration with Jira, Confluence, and Bitbucket for teams already in the ecosystem.
  • Built-in Butler automation covers rule-based triggers without requiring third-party integrations.
  • REST API with comprehensive documentation enables programmatic access to all core objects.

Weaknesses

  • Reporting and analytics are absent, with no built-in velocity tracking, burndown charts, or historical performance metrics.
  • The flat board/list/card data model scales poorly for complex projects requiring hierarchical task structures.
  • Customization is limited compared to platforms like Asana, monday.com, or Jira that offer richer field types and workflow configuration.
  • Advanced views (Timeline, Dashboard) require Premium and are not available on Standard, inflating total cost for teams needing visibility features.
  • Guest user billing rules are confusing and prone to accidental seat overages when guests join multiple boards.

Complexity grading

How hard is this migration?

Standard Project Management migration. 2 of 8 objects need a mapping; the rest are 1:1.

B

Overall complexity

Standard migration

Derived from compatibility, mapping clarity, API constraints, and data volume across SmartTask and Trello.

  • Object compatibility

    B

    2 of 8 objects need a mapping; the rest are 1:1.

  • Field mapping clarity

    C

    Field mapping is derived from defaults — final spec confirmed during the sample migration.

  • Timeline complexity

    B

    8-object category — typical timelines run 2–7 days end-to-end.

  • API constraints

    B

    SmartTask: Not publicly documented.

  • Data volume sensitivity

    B

    SmartTask doesn't expose a bulk API — REST + parallelization used for high-volume runs.

Estimator

Estimate your SmartTask to Trello migration cost

Rule-based pricing — no per-record fees, no manual quotes. Migrations over 2M records are scoped individually.

Step 1

What are you migrating?

Pick a category, then your source and destination platforms.

Category

FAQ

Frequently asked questions about SmartTask to Trello data migrations

Answers to the questions buyers ask most during SmartTask to Trello migration scoping. Not seeing yours? Book a call.

Can't find your answer?

Walk through your SmartTask to Trello migration with a real engineer — 30 minutes, free, written quote within 24 hours.

Book a free 30 minute consultation

Migrations under 5,000 tasks and fewer than 15 boards typically complete in one to three weeks. Migrations above 5,000 tasks, with per-project custom field schemas exceeding 20 unique field definitions, or requiring multi-board Custom Field creation extend to four to seven weeks. The timeline depends on schema discovery complexity, assignee reconciliation, and whether the customer requires a sandbox test migration before production cutover.

Adjacent paths

Related migrations to explore

Ready when you are

Move from SmartTask.
Land in Trello, intact.

Tell us record counts and timeline. We'll come back with a written quote inside 1 business day — no commitment, no sales pitch.

Accuracy guarantee Rollback included Quote in 1 business day