Project Management migration

Migrate from Pegasus Systems to Trello

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

Pegasus Systems logo

Pegasus Systems

Source

Trello

Destination

Trello logo

Compatibility

67%

8 of 12

objects map 1:1 between Pegasus Systems and Trello.

Complexity

BStandard

Timeline

2-3 weeks

Rollback included Accuracy guarantee Field-level validation

Overview

What this migration involves

Moving from Pegasus Systems to Trello is a platform-type shift: Pegasus is an agency management suite with integrated project operations, financial management, and client tracking; Trello is a Kanban-style board tool that organises work as Cards inside Lists on Boards. There is no financial module in Trello, no native time-tracking, and no client management object, so Invoices, Expenses, Timesheets, and Clients from Pegasus do not map to native Trello objects. We extract Pegasus data via direct file export or Excel templates (Pegasus has no documented public API), structure the exported Jobs and Tasks into Trello Boards and Cards, and flag any records that require a separate accounting or CRM tool post-migration. Archived Cards require restoration in Pegasus before export because Trello's native import excludes archived content. We do not migrate automations, workflow templates, or reporting configurations from Pegasus; these require rebuild in Trello Butler or a documented handoff to the customer's admin.

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

Pegasus Systems logo

Pegasus Systems

What's pushing teams away

  • Reporting is widely cited as inefficient and difficult to configure, making it hard to generate meaningful insights on team effectiveness and project hour allocation.
  • Limited public API documentation means agencies with custom integration needs hit a wall when trying to automate data extraction or sync with other systems.
  • Some users report the platform feels less suited to larger teams as agency headcount scales, with performance and feature gaps emerging on higher tiers.
  • The learning curve for non-finance staff on invoicing and billing modules creates friction during onboarding of new team members.

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 Pegasus Systems objects map to Trello

Each row shows how a Pegasus Systems 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.

Pegasus Systems

Job

maps to

Trello

Board and List

1:many
Fully supported

Pegasus Jobs are the project-level container with timelines, task lists, and resource allocation. We extract each Job and create a Trello Board. Within each Board, Lists are created to represent job phases or task categories. Job status (active, on-hold, completed) maps to Board background colour or an archived Board flag. Custom fields on Jobs (e.g., client name, budget code) map to Card-level custom fields only if the destination Trello plan includes them (Premium or Enterprise). Standard tier users receive those values as Card description text.

Pegasus Systems

Task

maps to

Trello

Card

1:1
Fully supported

Individual task items inside Pegasus Jobs map to Trello Cards. Task name becomes Card title, task description migrates as Card description (rich text preserved), due dates migrate as Card due dates, and assigned Pegasus Users become Card Members via email match. Task status (complete, in-progress, blocked) maps to Card position within Trello Lists. Sub-tasks in Pegasus become Checklist items on the corresponding Trello Card.

Pegasus Systems

User

maps to

Trello

Member

1:1
Fully supported

Pegasus user accounts with role information map to Trello workspace Members. We extract all active and inactive Pegasus users and match by email address to Trello Member accounts. The customer's Trello admin must ensure workspace membership is provisioned before migration. Inactive Pegasus users are added as Board observers or archived in a reconciled list so historical assignment data is preserved on Cards.

Pegasus Systems

Client

maps to

Trello

Label or Card Description (no native equivalent)

lossy
Fully supported

Pegasus Clients store contact information, campaign history, and performance analytics. Trello has no native client object. We extract client records and recommend storing them as Trello Labels with client name (e.g., Label colour-coded per client), or embedding client contact details in Card descriptions. For agencies that require a full client CRM, we flag this as a separate CRM handoff and recommend a documented client list for import into a dedicated CRM tool post-migration.

Pegasus Systems

Timesheet

maps to

Trello

Checklist (no native equivalent)

lossy
Fully supported

Pegasus per-minute timesheet entries with billable/non-billable flags have no native Trello equivalent. Trello does not offer a time-tracking object. We extract timesheet entries as structured data (date, duration, user, job, billable flag) and write them into Card Checklist items or Card descriptions in a standardised format. For teams that require time tracking post-migration, we recommend a Trello Power-Up such as Prophetic or TrackIt, and the customer documents which Power-Up they have selected so the migration output can be reviewed against it.

Pegasus Systems

Invoice

maps to

Trello

No migration (flagged)

1:1
Fully supported

Pegasus Invoices are generated from job costs and timesheet data. Trello has no financial objects and cannot store invoice records. We extract invoice data (headers, line items, amounts, payment status) as a structured export file and flag this for the customer's accounting team. Invoices must be migrated to a dedicated accounting platform (e.g., QuickBooks, Xero, FreshBooks) as a separate workstream. We do not load financial records into Trello.

Pegasus Systems

Expense

maps to

Trello

No migration (flagged)

1:1
Fully supported

Pegasus Expense records capture AP data tied to jobs or clients. Trello has no expense tracking capability. We extract expense data (vendor, amount, date, job association, AP status) as a structured export and flag it for migration to a dedicated accounting tool. The expense export is delivered alongside the migration, not inside Trello.

Pegasus Systems

Media Campaign

maps to

Trello

Board (snapshot)

1:1
Fully supported

Pegasus Media Campaigns aggregate real-time metrics, client meetings, and new projects. We extract campaign metadata and snapshot the current metrics state as a Card description or Card attachment. Live data connectors from Pegasus do not migrate because Trello has no real-time metric widgets natively. The customer receives a static snapshot of campaign performance at migration time; ongoing media metrics require a separate reporting tool or connector.

Pegasus Systems

Attachment

maps to

Trello

Card Attachment

1:1
Fully supported

Documents and files attached to Pegasus Jobs, Clients, or Invoices are extracted as binary blobs or URLs. We preserve attachment associations by linking them to the migrated Trello Card via the Card's attachment feature. Large binary files (over 10 MB) are uploaded to the customer's Google Drive or SharePoint and linked as a URL attachment in Trello to avoid Trello's attachment size limits.

Pegasus Systems

Custom Field

maps to

Trello

Custom Field (Premium/Enterprise only) or Card Description

lossy
Fully supported

Pegasus custom fields on Jobs and Clients require explicit mapping decisions. If the destination Trello workspace is on Premium or Enterprise, custom fields migrate as typed Trello Custom Fields (text, number, date, dropdown, checkbox). If on Standard, custom field values are written into Card descriptions as structured text and the customer receives a custom field inventory document listing every Pegasus custom field, its type, and its mapped Card description location for manual rebuild if the workspace upgrades.

Pegasus Systems

Financial Record

maps to

Trello

No migration (flagged)

1:1
Fully supported

Pegasus holds assets, cash flow statements, and chart-of-accounts data at the finance layer. Trello has no financial object model. We extract the accounts structure and current balances as a structured export and flag the financial records for migration to a dedicated accounting platform. Historical transaction history tied to closed or locked Pegasus periods is noted separately for the customer's accountant to reconcile before export.

Pegasus Systems

Archived Job/Task

maps to

Trello

Archived Card

1:1
Fully supported

Archived Pegasus Jobs and Tasks map to Trello archived Cards. We extract archived records during data preparation and create archived Cards in the corresponding Trello Board. The customer must confirm whether archived records should be included in the migration scope, as archived data volumes can significantly affect extraction time.

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.

Pegasus Systems logo

Pegasus Systems gotchas

High

No documented public API means bulk exports require workarounds

Medium

Reporting module defects cause visibility gaps in migrated data

Medium

Financial period locking may cause re-opening conflicts

Low

Change management scope creep can inflate migration timelines

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

  • Pegasus has no documented public API for data extraction

    Pegasus Systems does not publish a public REST or GraphQL API with documented rate limits or bulk export endpoints. The platform supports Excel import templates for timesheets, expenses, and forecasts, but programmatic read access is not guaranteed. We handle this by working with Pegasus's change management team directly to obtain data extracts in their native format, then parsing those exports in our migration pipeline. Any customer claiming they can 'just pull the API' during scoping should be corrected early — we need to agree on the export method before migration begins. This adds scoping time and requires the customer's active cooperation with Pegasus's data export process.

  • Archived Trello Cards are excluded from standard imports

    When migrating to Trello, archived Cards in the source do not export via standard Atlassian import tools. A community post on the Atlassian forums (February 2025) confirmed this gap: teams with hundreds of archived Cards must manually unarchive them in the source before export or lose them entirely. For Pegasus migrations with archived Jobs or Tasks, we identify the archived record count during discovery and recommend the customer unarchive those records before extraction or accept that archived work items are not included in the Trello migration. This is a Trello platform limitation, not a FlitStack AI limitation.

  • Trello Standard cannot store custom field values natively

    Trello custom fields are a Premium and Enterprise feature ($10/user/mo and $17.50/user/mo respectively). Pegasus custom fields on Jobs, Clients, and other objects have no native Trello Standard location. If the destination workspace is on Trello Standard, we write custom field values into Card descriptions as structured text rather than as typed custom fields. The customer receives a custom field inventory document. If the customer plans to upgrade to Premium, we hold the custom field migration and rebuild it post-upgrade. This must be confirmed during scoping.

  • Financial data (Invoices, Expenses) has nowhere to land in Trello

    Trello has no native financial module, no invoice object, no expense tracking, and no time-tracking. Pegasus financial records (Invoices, Expenses, Financial Periods, Chart of Accounts) cannot be migrated into Trello as structured records. We extract them as structured export files (CSV or JSON) and flag them for migration to a dedicated accounting tool (QuickBooks, Xero, FreshBooks) as a separate workstream. The customer's finance team must review and action these exports post-migration. Skipping this step means financial history is permanently left behind in Pegasus.

  • Trello Free plan board limit restricts migration scope

    Trello's Free plan caps workspaces at 10 Boards. Pegasus agency accounts commonly manage more than 10 active Jobs simultaneously, plus separate Boards for operations, onboarding, and internal work. If the destination workspace is on Trello Free, the migration scope must be scoped to 10 Boards, and the customer must choose which Jobs migrate as Boards versus which are deferred or moved to a separate tool. We confirm the Trello plan during discovery and flag any Jobs that exceed the board limit.

Migration approach

Six steps for a successful Pegasus Systems to Trello data migration

  1. Discovery and Pegasus export method agreement

    We audit the source Pegasus instance across Jobs (active, on-hold, archived), Tasks, Users (active/inactive), Clients, Timesheets, Expenses, Invoices, Media Campaigns, and custom field inventory. We confirm the Pegasus export method: direct file export via Pegasus change management or Excel template extraction. We identify locked financial periods and flag Invoices and Expenses that belong to those periods. We confirm the destination Trello workspace plan (Free, Standard, Premium, Enterprise) because it determines custom field capability and Board limits. The discovery output is a written scope document and a Pegasus export instructions sheet for the customer's Pegasus administrator to execute.

  2. Trello workspace preparation

    We review the destination Trello workspace structure. We confirm Board naming conventions (one Board per Pegasus Job), List naming conventions ( Pegasus job phases or task categories), and workspace visibility settings (private vs public). We confirm Member provisioning for all migrating Pegasus users. If the destination is on Standard, we confirm that custom fields will be written to Card descriptions and prepare the custom field inventory document. If Premium or Enterprise, we pre-create custom field definitions in Trello before migration. Workspace admin credentials are required for API-based card creation.

  3. Pegasus data extraction and transformation

    We receive Pegasus export files (Excel templates, direct extracts) and transform them into migration-ready datasets. Jobs become Board creation payloads. Tasks become Card creation payloads with parent Board reference resolved. Sub-tasks become Checklist items on parent Cards. Pegasus Users become Member invitations with email-matched Board membership. Client records are extracted into a separate client inventory for Label creation or CRM handoff. Financial records (Invoices, Expenses) are extracted into a structured financial export file and flagged for separate accounting tool migration.

  4. Sandbox migration and reconciliation

    We run a full migration into a test Trello workspace (not the production destination) using production data volume. The customer's project lead reconciles record counts (Boards in, Lists in, Cards in, Members in, archived Card count), spot-checks 25-50 Cards against the Pegasus source, and validates that Card descriptions, due dates, and Member assignments match the source. Archived record inclusion is confirmed or corrected at this stage. Any mapping corrections (List naming, Label strategy, custom field format) are documented and applied before production migration begins.

  5. Production migration in dependency order

    We run production migration in record-dependency order: Members (provisioned first so Board invitations resolve), Boards (one per Pegasus Job), Lists (job phases per Board), Cards (Tasks with Members assigned), Checklist items (sub-tasks), Labels (client and category), Card descriptions (custom field values and client details), and Attachments (extracted files linked to Cards). Archived Cards migrate last with explicit archive flag set. Each phase emits a row-count reconciliation report. We handle Trello API rate limits with exponential backoff and batch chunking.

  6. Cutover, financial export delivery, and Butler handoff

    We freeze Pegasus writes during cutover and run a final delta migration of any Jobs or Tasks modified during the migration window. We deliver the financial export file (Invoices, Expenses, Financial Records) to the customer's finance team with a data dictionary. We deliver the custom field inventory document. We do not migrate Pegasus workflow templates, automations, or reporting configurations to Trello Butler; we document the Pegasus automation inventory so the customer's admin can rebuild priority automations in Butler post-migration. We support a three-day hypercare window for reconciliation issues. Post-migration admin support, training, and Butler rebuild are outside standard scope.

Platform deep dives

Context on both ends of the pair

Pegasus Systems logo

Pegasus Systems

Source

Strengths

  • 100% cloud-based platform with no on-premise installations required across all tiers.
  • Per-minute time tracking across multiple projects with billable and non-billable flags for finance visibility.
  • AI-powered invoice and receipt scanning reduces Accounts Payable manual data entry overhead.
  • Unified interface across Job Management, Finance Management, and Media modules from a single browser.
  • Dedicated change management and staff training support available during migration and go-live.

Weaknesses

  • Reporting module is consistently flagged as inefficient and difficult to configure for team effectiveness analysis.
  • No publicly documented public API for programmatic data extraction or bulk export operations.
  • Limited published pricing information makes tier comparison and budget forecasting difficult for prospects.
  • Custom field handling requires manual field-level mapping for each migration, increasing scoping effort.
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 Pegasus Systems 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

    Pegasus Systems: Not publicly documented.

  • Data volume sensitivity

    B

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

Estimator

Estimate your Pegasus Systems 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 Pegasus Systems to Trello data migrations

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

Can't find your answer?

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Most migrations land between two and three weeks for up to 50,000 Cards (Jobs and Tasks) with a clean Pegasus export and Trello workspace already on Premium or Enterprise. Migrations with large archived record sets, Pegasus user bases over 100 active accounts, or Standard-tier Trello workspaces requiring custom field inventory work move to four to six weeks. Pegasus export preparation time (dependent on Pegasus change management cooperation) is outside our control and can add one to two weeks to the overall timeline.

Adjacent paths

Related migrations to explore

Ready when you are

Move from Pegasus Systems.
Land in Trello, intact.

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