Project Management migration
Field-level mapping, validation, and rollback between TeamWork Live and Jira. We move data and schema; workflows are rebuilt natively in Jira.
TeamWork Live
Source
Jira
Destination
Compatibility
10 of 11
objects map 1:1 between TeamWork Live and Jira.
Complexity
CModerate
Timeline
3-5 weeks
Overview
Moving from TeamWork Live to Jira is a structural migration that requires reconciling two fundamentally different project management paradigms. TeamWork Live organizes work around Projects containing Task Lists with ordered tasks, client access controls, and built-in time tracking for billing workflows. Jira organizes work around Projects containing Issues with configurable issue types (Story, Task, Bug, Epic), sprint-based agile boards, and worklog-based time tracking. We map TeamWork Live Projects directly to Jira Projects, Task Lists to Jira Components or Labels depending on their usage pattern, and individual Tasks to Jira Issues. Milestone dates from TeamWork Live become Jira Fix Versions with the milestone name and target date preserved. Custom fields (text, number, dropdown) migrate to Jira custom fields, but dropdown option lists must be recreated in Jira's field configuration before import. Time entries present the most significant schema gap: TeamWork Live time entries are billing-oriented with billable/non-billable flags, while Jira worklogs track time against issues without a native billing flag. We preserve the time entry payload and flag the billing field for manual mapping or a post-migration custom field. We do not migrate TeamWork Live task-ordering sequences as Jira does not expose a position index API field; we instead write a script to apply rank-based sorting on ingest or document the manual reorder requirement.
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 TeamWork Live object lands in Jira, including any object-level transformations, lookup resolution, or schema-design dependencies.
Typical mapping — final map is confirmed during the sample migration step.
TeamWork Live
Project
Jira
Project
1:1TeamWork Live Projects map directly to Jira Projects. The project name, description, status (active/archived), start date, and due date migrate as Project metadata. Project-level client linkage from TeamWork Live does not have a direct Jira equivalent; we map client-linked projects to Jira Projects with a label identifying the client, or recommend Jira Service Management for client-facing project management use cases. Project key (the Jira project prefix) is auto-generated or customer-specified during provisioning.
TeamWork Live
Task
Jira
Issue (Story, Task, Bug)
1:1TeamWork Live Tasks map to Jira Issues with the issue type determined during scoping. Tasks marked as bugs or defects in TeamWork Live map to Jira Bug issue type. Standard work tasks map to Jira Task. Tasks representing deliverable work items from an agile backlog map to Jira Story. The task title, description, status, priority, assignee, and due date migrate directly. Jira's Assignee field resolves to the User mapped from TeamWork Live by email match.
TeamWork Live
Task List
Jira
Component
1:1TeamWork Live Task Lists within a Project map to Jira Components. Component names preserve the Task List name. Components provide a grouping mechanism in Jira that mirrors Task List organization. If Task Lists are used for categorization rather than grouping (for example, tagging tasks by work type), we may instead map Task List names to Jira Labels. The customer chooses the grouping strategy during scoping based on how Task Lists are used in the source account.
TeamWork Live
Milestone
Jira
Fix Version
1:1TeamWork Live Milestones map to Jira Fix Versions with the milestone name as the version name and the target date as the release date. TeamWork Live milestones that have an associated completion date are flagged separately; we create a corresponding Fix Version with a released status in Jira. Milestones without a due date are created as unreleased versions. The project association maps directly.
TeamWork Live
User
Jira
User
1:1TeamWork Live Users map to Jira Users by email address as the deduplication key. Active and inactive status is preserved. Guest or client-level users from TeamWork Live are held in a reconciliation queue because Jira Software does not have a native guest user concept at the project level; these users may require manual provisioning or a separate Jira Service Management customer account if client access is required in the destination.
TeamWork Live
Time Entry
Jira
Worklog
1:1TeamWork Live Time Entries map to Jira Issue Worklogs with the hours logged, date, and optional notes preserved. The primary schema gap is the billable/non-billable flag: TeamWork Live marks time entries as billable for client invoicing, but Jira worklogs have no native billing flag. We preserve the billable flag value in a custom field twl_billable__c on the Jira Issue and flag it for the customer's admin to map to their invoicing workflow post-migration. Hourly rate overrides from TeamWork Live are held as a separate mapping note for the customer's finance team.
TeamWork Live
Comment
Jira
Comment
1:1TeamWork Live Comments attached to tasks migrate as Jira Issue Comments with the comment text, author (resolved by email to Jira User), and timestamp preserved. Rich-text formatting in TeamWork Live comments may not round-trip cleanly; HTML-heavy comments are flagged for manual review post-migration or cleaned to plain text during import.
TeamWork Live
Custom Field (Project Level)
Jira
Custom Field
1:1TeamWork Live project-level custom fields (text, number, dropdown) map to Jira Project-level custom fields. We pre-create the destination custom fields in Jira with the correct field type (text, number, select, multi-select) before migration. Dropdown option lists from TeamWork Live must be manually recreated in Jira's field configuration as Jira does not support programmatic option creation via the REST API. This is documented in the migration scope as a pre-migration admin task.
TeamWork Live
Custom Field (Task Level)
Jira
Custom Field
1:1TeamWork Live task-level custom fields map to Jira Issue-level custom fields with the same type mapping. Text fields become Jira Text Field (single-line) or Text Area (multi-line) depending on the expected content length. Number fields map to Jira Number Field. Dropdown fields map to Jira Select Field with options recreated in Jira field configuration. Custom field data is only available if the source TeamWork Live account is on a Premium plan or above; custom fields do not exist in lower-tier accounts.
TeamWork Live
Tag
Jira
Label
1:1TeamWork Live Tags applied to tasks or projects migrate as Jira Labels. Labels are stored as string arrays and map directly to Jira's label field. Jira Labels have a 255-character limit per label; tags exceeding this limit are truncated or flagged for renaming. Jira Labels do not support hierarchical tagging, so any tag categorization logic from TeamWork Live must be redesigned in Jira using components or custom fields.
TeamWork Live
Company / Client
Jira
Project Label or Component
lossyTeamWork Live Companies linked to projects for client access and billing tracking do not have a direct Jira equivalent in Jira Software. We map company names to Jira Project Labels with a client: prefix, or recommend Jira Service Management if the client-facing project management use case is central to the migration. Project-level client permissions from TeamWork Live cannot migrate to Jira Software's permission scheme without redesign; we document the current permission structure as a written inventory for the customer's admin to rebuild.
| TeamWork Live | Jira | Compatibility | |
|---|---|---|---|
| Project | Project1:1 | Fully supported | |
| Task | Issue (Story, Task, Bug)1:1 | Fully supported | |
| Task List | Component1:1 | Fully supported | |
| Milestone | Fix Version1:1 | Fully supported | |
| User | User1:1 | Fully supported | |
| Time Entry | Worklog1:1 | Fully supported | |
| Comment | Comment1:1 | Fully supported | |
| Custom Field (Project Level) | Custom Field1:1 | Fully supported | |
| Custom Field (Task Level) | Custom Field1:1 | Fully supported | |
| Tag | Label1:1 | Fully supported | |
| Company / Client | Project Label or Componentlossy | 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.
TeamWork Live gotchas
Task ordering is not a first-class API field
Custom fields gated behind paid tiers
No bulk export endpoint for time entries
Jira gotchas
Unsupported workflow validators silently skipped during migration
Custom fields converted to flat text labels when migrating to non-Jira platforms
Historical status-change timestamps lost when exporting without a Marketplace plugin
Attachment import failures from oversized files and JQL reference corruption
Points-based API rate limits enforced on Jira Cloud apps from March 2026
Pair-specific challenges
Migration approach
Discovery and scope definition
We audit the source TeamWork Live account across subscription tier (to confirm custom field availability), project count, task count, milestone count, user count (including guest/client users), time entry volume, and any tag or custom field usage. We pair this with a Jira edition review: Jira Software Standard ($7.75/user/month) covers basic issue tracking and agile boards; Jira Software Premium ($15.50/user/month) adds advanced roadmaps, portfolio management, and issue ranking. The discovery output is a written migration scope covering record counts, custom field inventory, time entry volume, and a Jira edition recommendation.
Jira project provisioning and schema design
We provision Jira Projects matching the TeamWork Live project structure, including the Jira project key (prefix), name, project lead, and default issue type scheme. We design the issue type scheme: Tasks map to Stories, Tasks, or Bugs depending on how they are categorized in TeamWork Live. We pre-create custom fields with matching types, recreate dropdown option lists (as a documented manual step), and configure Fix Versions for each TeamWork Live Milestone. Components are provisioned per Task List if the grouping strategy is chosen. Schema is deployed to a Jira Sandbox or the production instance before data import begins.
User reconciliation and provisioning
We extract every distinct TeamWork Live User (internal team members and guest/client users) referenced on projects, tasks, comments, and time entries. Internal users are matched by email to existing Jira Users. Guest or client users are held in a reconciliation queue because Jira Software does not support project-level guest access; we document these users and recommend Jira Service Management for client-facing use cases, or manual provisioning if client access is not required. Any TeamWork Live user without a matching Jira User is flagged for the customer's admin to provision before record import resumes.
Sandbox migration and mapping validation
We run a full migration into the Jira destination using a representative data sample (all projects, 10-20% of tasks and time entries, all milestones, all users). The customer's project lead reconciles record counts (Projects in, Issues in, Versions in, Worklogs in, Comments in), spot-checks 25-50 random issues against the TeamWork Live source, and verifies milestone dates, custom field values, and time entry hours. Mapping corrections (issue type assignments, component naming, custom field type adjustments) happen in the sandbox validation phase, not in production. The customer signs off the mapping before production migration begins.
Production migration in dependency order
We run production migration in record-dependency order: Jira Projects first, then Fix Versions (from Milestones), then Components (from Task Lists), then Users (validated against the reconciliation queue), then Issues (with assignee and component resolution), then Comments, then Worklogs via Jira REST API with chunked batching and exponential backoff. Custom fields migrate as part of the Issue payload. Tags migrate as Labels on each Issue. Each phase emits a row-count reconciliation report before the next phase begins.
Cutover, delta sync, and permission rebuild handoff
We freeze TeamWork Live writes during cutover, run a final delta migration of any tasks, comments, or time entries modified during the migration window, then enable Jira as the system of record. We deliver the written permission inventory documenting TeamWork Live project-level access controls for the customer's admin to rebuild in Jira's permission scheme. We support a one-week hypercare window where we resolve any reconciliation issues raised by the customer's team. We do not rebuild TeamWork Live automations, forms, or reports as Jira configurations; those are delivered as written inventories for the customer's admin or a Jira partner to rebuild post-migration.
Platform deep dives
TeamWork Live
Source
Strengths
Weaknesses
Jira
Destination
Strengths
Weaknesses
Complexity grading
Moderate Project Management migration. 4 of 8 objects need a mapping; the rest are 1:1.
Overall complexity
Moderate migration
Derived from compatibility, mapping clarity, API constraints, and data volume across TeamWork Live and Jira.
Object compatibility
4 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
TeamWork Live: 6,000 requests per hour per user account. Exceeding the limit returns 503 Service Unavailable with a Retry-After header indicating when to resume. Higher limits available on request to [email protected]..
Data volume sensitivity
TeamWork Live 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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Category
FAQ
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