Productivity integration
Connect ClickUp project tasks with Wingspan worker records and pay. Worker types include Contractor and W-2. Track readiness for each assignment. Approved contractor tasks supply work logs or direct payables. Finance approves payment before money moves. ClickUp custom fields show pay status.
ClickUp 
Connect the work to the payment
ClickUp
Task (Approved status)
Wingspan
Work logs and work items
ClickUp
Milestone task
Wingspan
Work logs and work items
ClickUp
List or Folder
Wingspan
Engagement templates and assignments
Choose which records sync and when they move. Your team stays in control of work review and payment approval.
Approved ClickUp milestones sync to Wingspan. They turn into bills you owe for finished work. Your team skips manual spreadsheets. Finance approves each bill in Wingspan before adding it to a pay run.
Wingspan checks worker files on the work template. For contractors, this includes Form W-9, tax IDs, and insurance. Wingspan updates custom fields in ClickUp. Project leads see when a worker is ready for work before assigning tasks.
ClickUp custom fields show pay updates for each task. Project leads see when finance approves a bill and when the sending bank processes pay.
ClickUp tracks tasks, milestones, and project lists. Wingspan manages worker records, checks, and pay. Each worker record is called a payee. Worker types include Contractor and W-2.
An engagement is a reusable work template. Each assignment links one worker to that template. The worker type sets the correct terms and pay path. Creating a worker record and sending an invite are separate steps.
Approved contractor tasks fill work logs. Approving a log creates one amount owed. The contractor sees an invoice. Your team sees a payable. Finance gives separate payment approval. W-2 workers receive pay statements through employee payroll runs with tax withholding.
ClickUp custom fields show readiness and payment status. Deposit confirmation means the sending bank finished processing. It does not prove the worker's bank posted funds.
Choose which tool holds each record. Set the changes that sync between them. Connect your records to the Wingspan workflows below.
Work logs and work items
ClickUp to Wingspan
When a lead approves a ClickUp task, the workflow creates a work item in a work log. This work log links to the worker assignment in Wingspan. In the app, a worker assignment is called an assignment. This records completed work before any bill forms. Task review stays separate from payment approval.
Work logs and work items
ClickUp to Wingspan
Approved contractor milestones supply work details or known amounts. Work details fill a work log. Known amounts create direct payables. Choose one path for each cost. Finance gives separate payment approval before money moves.
Engagement templates and assignments
In both directions
A ClickUp List or Folder maps to a work template in Wingspan. In the app, this is called an engagement. Individual worker placements map to worker assignments. In the app, these jobs are called assignments. Project leads track worker schedules and tasks in one clear view.
Worker records (payees)
ClickUp to Wingspan
Selected ClickUp users link to Wingspan worker records. Each record is called a payee. Keep each worker’s Contractor or W-2 type. A ClickUp guest account does not create a worker by itself. An invite starts onboarding. Required checks follow each assignment.
Payables
In both directions
Contractor payables share IDs and amounts in ClickUp custom fields. A payable and an invoice are two views of one amount owed. The contractor sees an invoice. Your team sees a payable. Project leads track the record. Finance gives separate payment approval.
Payment status and references
Wingspan to ClickUp
After a pay run in Wingspan, pay status updates ClickUp custom fields on the task. Deposit confirmation means the sending bank has processed the pay. It does not prove the worker's bank posted funds yet. Project leads see pay progress.
Requirements and eligibility
Wingspan to ClickUp
Engagement templates set required checks in Wingspan. Each assignment tracks the checks for one worker. Wingspan shares assignment readiness in ClickUp fields. A completed check on one job does not clear every job. Your team sees who is ready for that work.
01
A project lead marks a ClickUp milestone as approved.
A project lead approves a contractor milestone in ClickUp. Work details fill a Wingspan work log. A known amount creates a direct payable. Choose one path for each cost. Approving a work log creates one amount owed. The contractor sees an invoice. Your team sees a payable. Finance gives separate payment approval. A contractor payroll run pays approved payables. Pay status flows back to ClickUp.
02
A team lead assigns a ClickUp task to a contractor.
A lead assigns work to a selected worker in ClickUp. The integration checks their Wingspan assignment. Required checks follow that assignment. Wingspan shares readiness in a ClickUp custom field. Missing checks show as pending. Managers see who is ready for that work.
03
A project team marks all tasks in a client List as complete.
Your team completes a client milestone in ClickUp. Project details supply a client invoice in Wingspan. Contractor costs use their own payables. W-2 wages use employee payroll runs. Finance reviews client billing and worker pay separately. Reference IDs flow back to ClickUp. Client collections do not release worker pay on their own.
Choose the ClickUp features your team uses. Set fields for worker readiness, payable IDs, and pay status. Select the task changes that start a sync. Keep project review separate from payment approval in Wingspan.
Choose readiness, payable ID, and payment status fields for ClickUp. Wingspan handles worker pay, checks, and tax forms. Set access to the fields and records your project and finance teams need.
Your team decides if workers join ClickUp as guests or full users. Wingspan matches workers by email address. In the app, worker records are called payees. Adding a worker, sending an invite, and linking an account are separate steps. Contractors fill out Form W-9 and get contractor pay. W-2 workers fill out tax forms and get paid through employee payroll runs. W-2 staff do not get contractor bills.
Connect worker records from hire to pay. Choose the Contractor or W-2 type and keep the right checks for each.
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