Project Management migration
Field-level mapping, validation, and rollback between raidlog.com and Trello. We move data and schema; workflows are rebuilt natively in Trello.
raidlog.com
Source
Trello
Destination
Compatibility
9 of 12
objects map 1:1 between raidlog.com and Trello.
Complexity
CModerate
Timeline
1-3 weeks
Overview
Moving from raidlog.com to Trello is a conceptual migration as much as a data migration. raidlog.com is built around the RAID framework: Risks, Actions, Issues, Decisions, and Dependencies as first-class record types with probability, impact, severity, and owner fields. Trello has no native RAID concept; it uses boards, lists, and cards with optional custom fields. We bridge that gap by mapping each RAID type to a Trello list or card label, carrying structured fields (probability, impact, status, owner, due date) as Trello custom fields, and preserving tags from raidlog.com as card labels. Dependencies, which track inter-item blocking relationships in raidlog.com, have no direct Trello equivalent; we flag these as linked-card references in the notes so nothing falls through the grid. Lessons Learned, Change Log, and Stakeholder List migrate as tagged cards in a dedicated board. We do not migrate binary attachments because raidlog.com exposes no file attachment API; we export reference URLs and flag them for manual re-linking post-migration.
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 raidlog.com 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.
raidlog.com
Project
Trello
Board
1:1Each raidlog.com Project becomes a Trello Board. We preserve the project name, description, start date, and target date as board metadata. If the customer uses Trello Enterprise, we map raidlog.com's Enterprise Private Workspaces into Trello team spaces or individual boards based on the access-control scope. Projects are the top-level container and are migrated first so that all child RAID records resolve their parent board reference at import time.
raidlog.com
Risk
Trello
Card (labeled Risk)
1:1raidlog.com Risks map to Trello cards with a 'Risk' label. The Risk's title, description, probability, impact, status, owner, and due date transfer to the card name, description, and custom fields (dropdown for probability, number for impact, dropdown for status, member for owner, date for due). Probability and impact numeric values map to Trello custom number fields. We preserve the risk's linked action items as card checklist items. Risk category and tags from raidlog.com map to Trello labels.
raidlog.com
Action Item
Trello
Card (labeled Action)
1:1raidlog.com Action Items map to Trello cards with an 'Action' label. Assignee, due date, priority, and status transfer to Trello member, due date, label color (for priority), and list position (for status). We preserve the action's linkage to its parent Risk or Issue as a card link in the description. If the action is linked to a dependency, we create a checklist item noting the dependency reference rather than a native link.
raidlog.com
Issue
Trello
Card (labeled Issue)
1:1raidlog.com Issues map to Trello cards with an 'Issue' label. Severity, status, owner, description, and resolution date migrate as custom fields and description. We use a custom field for severity (dropdown: Critical, High, Medium, Low) and a date field for resolution date. The original issue ID from raidlog.com is preserved in the card description for traceability.
raidlog.com
Decision
Trello
Card (labeled Decision)
1:1raidlog.com Decisions map to Trello cards with a 'Decision' label. Owner, date made, date due, status, and rationale migrate to card member, created date, due date, list position (for status), and description. The rationale field (often multi-paragraph text) transfers to the card description with formatting preserved. Decision links to the related project are stored as a board reference in the card description.
raidlog.com
Dependency
Trello
Card checklist (linked reference)
lossyraidlog.com Dependency records (A blocks B relationships) have no native Trello equivalent. We represent each dependency as a checklist item on the dependent card (the one being blocked), referencing the blocking card by name and raidlog.com dependency ID. This preserves the relationship without creating a functional dependency link. The customer can optionally use Trello's Card Links Power-Up to create manual cross-card references after migration.
raidlog.com
Tag
Trello
Label
lossyraidlog.com Tags are managed via a dedicated Tags API and can be applied to any RAID record. We extract the full tag taxonomy and map each tag to a Trello Label by name and color. If the customer uses more than 25 distinct tags, we consolidate low-frequency tags into a single 'miscellaneous' label and note the full taxonomy in the migration inventory. Tag value mapping happens during the transform phase to ensure label names match exactly.
raidlog.com
User / Owner
Trello
Member
1:1raidlog.com Users referenced as Owners across Risks, Actions, Issues, and Decisions map to Trello Members by email match. We resolve each raidlog.com owner_id to a Trello member who is already a board collaborator. Any raidlog.com owner without a matching Trello member is flagged in the reconciliation report for the customer to provision before final import. We do not create Trello accounts; we map to existing ones.
raidlog.com
Lessons Learned
Trello
Card (labeled Lesson) in a dedicated Board
1:1raidlog.com Lessons Learned are a supplementary log type with no dedicated API; they are accessed through the All RAID endpoint. We extract Lessons Learned records, apply a 'Lesson' label, and place them in a dedicated 'Lessons Learned' Trello board scoped to each project. The lesson text migrates as card description, and the related project is noted in the board name. We flag any Lessons Learned that reference a deleted or archived project as orphaned.
raidlog.com
Change Log
Trello
Card (labeled Change) in a dedicated Board
1:1raidlog.com Change Log entries track project change requests with requester, date, status, and description. We map these to Trello cards with a 'Change' label in a dedicated 'Change Log' board per project. Requester migrates as card member, date as card created date, status as list position, and description as card description. The original change request ID is preserved in the description for audit purposes.
raidlog.com
Stakeholder List
Trello
Card (labeled Stakeholder) in a dedicated Board
1:1raidlog.com's supplementary Contact and Stakeholder List maps to a dedicated 'Stakeholders' board in Trello. Each stakeholder becomes a card with a 'Stakeholder' label, and contact details (name, email, role, organization) migrate as card description text. We do not create Trello members from stakeholder records unless the stakeholder is also a Trello user; stakeholder contact info is text-based only.
raidlog.com
Workspace (Enterprise)
Trello
Team Space or Board Group
lossyraidlog.com Enterprise Private Workspaces create isolated team environments with independent access controls. We map each Private Workspace to a Trello Team Space or a grouped set of boards under a workspace prefix. Access-control rules (who can view and edit) translate to Trello board permission settings. Free and Core plans have a single workspace and map to a single Trello workspace. This mapping requires explicit confirmation during scoping because workspace boundaries affect which boards each team can see.
| raidlog.com | Trello | Compatibility | |
|---|---|---|---|
| Project | Board1:1 | Fully supported | |
| Risk | Card (labeled Risk)1:1 | Fully supported | |
| Action Item | Card (labeled Action)1:1 | Fully supported | |
| Issue | Card (labeled Issue)1:1 | Fully supported | |
| Decision | Card (labeled Decision)1:1 | Fully supported | |
| Dependency | Card checklist (linked reference)lossy | Fully supported | |
| Tag | Labellossy | Fully supported | |
| User / Owner | Member1:1 | Fully supported | |
| Lessons Learned | Card (labeled Lesson) in a dedicated Board1:1 | Mapping required | |
| Change Log | Card (labeled Change) in a dedicated Board1:1 | Mapping required | |
| Stakeholder List | Card (labeled Stakeholder) in a dedicated Board1:1 | Mapping required | |
| Workspace (Enterprise) | Team Space or Board Grouplossy | 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.
raidlog.com gotchas
Free tier 5-RAID-log ceiling is a hard import block
Enterprise Private Workspaces create isolated migration targets
No bulk export API forces chunked pagination
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 scoping
We audit the source raidlog.com account across plan tier (Free/Core/Enterprise), project count, active workspace isolation (for Enterprise), and record counts per RAID type. We also inventory the tag taxonomy, user count, and any active integrations. On the destination side, we confirm the customer's Trello tier (Free/Standard/Premium/Enterprise) and identify whether the Custom Fields Power-Up is available on all target boards. The discovery output is a written migration scope with record counts, board mapping, and any plan-tier prerequisites (for example, Enterprise Private Workspaces require Trello Enterprise for equivalent team-space isolation).
Label and custom field schema design in Trello
Before any data moves, we design the Trello label and custom field schema. We define labels for each RAID type (Risk, Action, Issue, Decision, Lesson, Change, Stakeholder) and create custom field definitions per board: probability dropdown, impact number, severity dropdown, owner member, due date date, and rationale text. Labels are created first, then custom field definitions are added via the Trello API. We validate that label colors and names are consistent across all boards. This step runs in a pre-production Trello workspace and is validated by the customer's PM lead before production migration begins.
Sandbox migration and reconciliation
We run a full migration into a Trello test workspace using representative data volume. The customer reconciles record counts per board, spot-checks 25-50 cards against the source raidlog.com records, and confirms that labels, custom fields, members, and due dates are correct. The customer signs off the schema and mapping before production migration begins. Any corrections to label names, custom field types, or board structure happen here. We do not proceed to production migration without written sign-off.
Chunked extraction from raidlog.com API
We extract data from raidlog.com in record-type batches (Projects first, then Risks, Actions, Issues, Decisions, Users, Tags, Lessons Learned, Change Log, and Stakeholder List). Each batch uses limit/offset pagination across multiple API calls with rate-limit monitoring and exponential backoff on 429 responses. Dependencies are reconstructed from the All RAID endpoint where they appear as linked references. We collect every distinct Owner email for member matching against the Trello destination. All extracted records are staged in a JSON transformation layer before import.
Production migration in dependency order
Production migration runs in this order: (1) Projects become Boards; (2) Members are matched by email; (3) Risks, Actions, Issues, Decisions, Lessons Learned, Change Log, and Stakeholder List are imported as labeled cards with custom fields; (4) Dependencies are written as checklist items on the dependent card. Each phase emits a row-count reconciliation report before the next begins. If any Owner has no matching Trello member, the record is held in a reconciliation queue and the customer provisions the missing member before we resume.
Cutover, validation, and attachment handoff
We freeze writes in raidlog.com during cutover and run a final delta migration of any records modified during the migration window. We deliver a migration inventory document listing every board, card, label, custom field, and member mapping, plus a list of all attachment reference URLs that could not be migrated. We do not rebuild automations or Butler rules from raidlog.com into Trello; we document the equivalent Butler setup as a separate admin task. We support a three-day hypercare window for reconciliation issues. Post-migration admin work (enabling Butler rules, installing dependency Power-Ups, manually re-linking attachments) is outside standard scope.
Platform deep dives
raidlog.com
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 raidlog.com 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
raidlog.com: Not publicly documented.
Data volume sensitivity
raidlog.com 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.
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FAQ
Answers to the questions buyers ask most during raidlog.com to Trello migration scoping. Not seeing yours? Book a call.
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