Project Management migration
Field-level mapping, validation, and rollback between UpWave and Trello. We move data and schema; workflows are rebuilt natively in Trello.
UpWave
Source
Trello
Destination
Compatibility
10 of 12
objects map 1:1 between UpWave and Trello.
Complexity
CModerate
Timeline
2-3 weeks
Overview
Moving from UpWave to Trello is a board-by-board extraction from UpWave's CSV and JSON export interface followed by a structured load into Trello's REST API or CSV importer. UpWave has no public API, so we orchestrate export cycles in the browser, normalize subtask rows into parent-child references, and split UpWave's assignee comma-separated string into individual Trello member records. Trello's API enforces 300 requests per 10 seconds per key and 100 per 10 seconds per token, so we batch card creation and apply exponential backoff to stay within limits. Attachments do not export from UpWave and must be downloaded manually; we flag every card carrying attachments before migration begins so nothing is silently dropped. Workflow automations, if any were configured on Business-tier UpWave boards, are not included in exports and must be rebuilt manually in Trello using Butler or Power-Up automation features.
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 UpWave 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.
UpWave
Board
Trello
Board
1:1UpWave Boards map directly to Trello Boards. We extract each board via UpWave's JSON export, preserving the board name, description, color theme if present, and creation date. Trello boards are created via POST /1/boards with name, defaultLists=false (we create lists from UpWave columns explicitly), and privacy set to match the source workspace visibility. Board-level settings like default notification behavior do not transfer and must be reconfigured in Trello post-migration.
UpWave
Column
Trello
List
1:1UpWave columns map to Trello Lists within each board. UpWave's column order exports as it appears in the UI at export time; we create Trello lists in that same sequence. Custom column types or conditional formatting in UpWave (Business tier) do not export as structured metadata and must be documented during scoping for manual configuration in Trello. Lists are created via POST /1/boards/{id}/lists before any card creation begins.
UpWave
Card
Trello
Card
1:1UpWave cards map 1:1 to Trello cards. Every card carries title, description (stored as UpWave card body text), column assignment, due date, completed date, color label, and assignee list in the JSON export. We post each card to the correct Trello list via POST /1/cards, set due dates via PUT /1/cards/{id}, and set the closed status to match UpWave's completed date flag. Description text migrates as plain text; rich formatting in UpWave is converted to Trello Markdown where possible.
UpWave
Subtask
Trello
Checklist
1:manyUpWave subtasks nested under a parent card are flattened during extraction into rows with a parent-card reference. We reconstruct them as Trello Checklist items under the migrated card using POST /1/cards/{id}/checklists. Each subtask title becomes a checklist item name, and if the subtask has a completed flag, we mark the checklist item as checked. Nested subtask hierarchies beyond one level are flattened into a single checklist with indentation preserved as a prefix in the item name.
UpWave
Assignee
Trello
Member
1:1UpWave stores assignees as a comma-separated string of display names per card. We split the string into individual assignee records, resolve each by email if available in the UpWave user export, and invite or link them to the Trello workspace as Members via POST /1/boards/{id}/members. If a Trello workspace member with the matching email does not exist, we flag the unmapped assignee for the customer admin to provision before the card migration batch runs.
UpWave
Due Date
Trello
Due
1:1UpWave due dates export in the exporter's timezone. We normalize all due dates to UTC before posting to Trello's due field. Cards without due dates in UpWave receive no due field in Trello. Cards with due dates but no time component receive a UTC midnight due timestamp in Trello. Completed dates from UpWave set the card's closed status to true and move the card to the Done list if a matching list name exists in the target board.
UpWave
Color Label
Trello
Label
lossyUpWave cards carry color tags (red, blue, green, yellow, purple, orange) as card-level metadata. We map these to Trello Label colors (red, orange, yellow, green, purple, blue, sky, lime, pink, black) by best-fit color match. Trello label names are set to the UpWave color name. If UpWave boards use custom color names, we create Trello labels with those names and the nearest standard color. Labels are created via POST /1/boards/{id}/labels before card migration begins.
UpWave
Time Tracking
Trello
Custom Fields or Description
1:1UpWave estimate and time-spent fields export only when time tracking is explicitly enabled on the source board. We map these to Trello Custom Fields (available on Standard tier) as Number fields named 'Estimate (hours)' and 'Time Spent (hours)'. If the destination workspace is on Trello Free, we append these values as structured text in the card description instead, formatted as a table under a 'Time Tracking' heading. We flag boards where time tracking was never enabled so the customer knows why these fields are absent post-migration.
UpWave
Comment
Trello
Comment
1:1UpWave card comments export as part of the card JSON under an actions array. We extract comment text, author name, and timestamp for each comment and post them to Trello cards via POST /1/cards/{id}/actions/comments. Timestamps are preserved as Trello comment creation time. If the comment author does not have a matching Trello workspace member, the comment is posted under the migration service account and flagged in the reconciliation report.
UpWave
Card Description
Trello
Card Description
1:1UpWave card descriptions migrate to Trello card descriptions. We convert UpWave's rich text formatting to Trello Markdown (headings, bold, italic, bullet lists, numbered lists, inline links). Images embedded in UpWave card descriptions are treated as attachments (see Attachments gotcha) and are flagged for manual download. External links in UpWave descriptions are preserved as Markdown links in Trello.
UpWave
Team
Trello
Workspace Organization
1:1UpWave Workspaces containing Teams that group boards map to Trello Workspaces containing Boards. We extract the team-to-board membership from UpWave's workspace export and create Trello workspace membership by inviting each team member's email to the Trello workspace. Board visibility (public or private) is set to match the UpWave workspace visibility setting. Multi-team boards in UpWave are migrated to a single Trello board with the team name in the board description.
UpWave
Attachment
Trello
Attachment (manual)
1:1UpWave file attachments (images, documents, linked resources stored in UpWave's storage) do not appear in the CSV or JSON export. We scan every card during extraction for an attachments array, flag the card in the migration report with a list of attachment filenames and their URLs, and instruct the customer to download them via UpWave's file interface before migration day. Trello attachments are uploaded via POST /1/cards/{id}/attachments after card creation. We do not automate the download step because UpWave requires browser-based file access. Cards without attachments proceed without interruption.
| UpWave | Trello | Compatibility | |
|---|---|---|---|
| Board | Board1:1 | Fully supported | |
| Column | List1:1 | Fully supported | |
| Card | Card1:1 | Fully supported | |
| Subtask | Checklist1:many | Fully supported | |
| Assignee | Member1:1 | Fully supported | |
| Due Date | Due1:1 | Fully supported | |
| Color Label | Labellossy | Fully supported | |
| Time Tracking | Custom Fields or Description1:1 | Mapping required | |
| Comment | Comment1:1 | Fully supported | |
| Card Description | Card Description1:1 | Fully supported | |
| Team | Workspace Organization1:1 | Fully supported | |
| Attachment | Attachment (manual)1:1 | 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.
UpWave gotchas
Attachments do not export with CSV or JSON
Workflow automations are not exposed in any export
Timezone recorded at export time, not storage time
Time tracking fields require board-level opt-in
Multi-user board exports can produce inconsistent column ordering
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
Discovery and export extraction
We audit every UpWave workspace, team, and board during a scoping call. We confirm the total card count, subtask volume, board count, time-tracking opt-in status per board, assignee distribution, and attachment presence on each card. We then export each board as JSON from the UpWave board menu (Board Menu > More > Print and Export > Export as JSON). For workspaces with more than ten boards, we batch the export into groups of five boards per cycle to avoid browser timeout. We normalize all date fields to UTC at this stage and flag rows where the exporter's timezone differs from the workspace default.
Trello workspace preparation
We create the destination Trello workspace (or use an existing one specified by the customer), create all target boards, and configure list structures from UpWave column names. We create label sets matching UpWave color tags, provision workspace members by matching UpWave user emails, and configure Trello Custom Fields for time-tracking data if the destination is on Standard tier or above. If any assignee has no matching Trello user, we add them to a reconciliation queue for the customer admin to provision before card migration begins.
Attachment flagging and manual download coordination
We scan every exported card JSON for an attachments array and produce a flagged-attachment report listing card name, board name, attachment filename, and the UpWave file URL. We share this report with the customer and set a deadline for manual attachment downloads (typically two to three business days). Trello Free accounts can have unlimited attachments uploaded to cards; Standard accounts get 250 MB per attachment with 16 GB per board storage. We verify storage capacity before migration begins for accounts with large attachment volumes.
Card and subtask migration with rate-limit pacing
We migrate boards one at a time. For each board, we create all Trello lists first, then post cards in batches of ten with a 300ms delay between cards and a 12-second pause between batches to respect Trello's 300 req/10s API key limit. Subtasks are posted as checklist items after the parent card is created and confirmed in Trello. Comments are posted after the card is fully loaded. We handle 429 rate-limit responses with exponential backoff (starting at 2 seconds, doubling on each retry, capping at 60 seconds). The migration log records every card's Trello ID for reconciliation after the run.
Sandbox reconciliation and validation
For migrations exceeding 200 cards, we run the first full board through a Trello test workspace and hand the customer a reconciliation checklist: card count in, card count in Trello, subtask count in, checklist item count in Trello, due date matches, assignee count matches per card, label count matches. The customer spot-checks ten random cards and signs off before the remaining boards are migrated. Any mapping corrections (label name mismatches, date format issues, list order errors) are fixed before the production migration run.
Production migration and Workflow rebuild handoff
We run the production migration in board order with the same rate-limit pacing used in sandbox. After all boards are migrated, we run a delta pass to catch any cards modified during the migration window. We deliver the Workflow automation inventory document listing every source UpWave Workflow with its trigger, conditions, and action logic, mapped to a recommended Butler or Power-Up equivalent in Trello. We do not rebuild automations as part of the migration scope. We provide a one-week hypercare window for reconciliation issues raised by the team after cutover.
Platform deep dives
UpWave
Source
Strengths
Weaknesses
Trello
Destination
Strengths
Weaknesses
Complexity grading
Moderate Project Management migration. 1 of 8 objects need a manual workaround.
Overall complexity
Moderate migration
Derived from compatibility, mapping clarity, API constraints, and data volume across UpWave and Trello.
Object compatibility
1 of 8 objects need a manual workaround.
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
UpWave: Not publicly documented.
Data volume sensitivity
UpWave 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
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