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Hi @Reagan Lawrence ! Welcome to the community :) What's the reason for needing to assign a check item to multiple people? Generally, a best practice is to assign an item to one person so it's clear who's accountable for the delivery of that particular item. If the item involves multiple people, you can break that item into multiple items and assign them accordingly.
For example, let's say you have a card that represents a project: "Website Revamp". The main owner of this project can be assigned using members or a custom field. There are many tasks that need to be done by multiple people, so the card can be broken down into checklist items and assigned accordingly.
One checklist item is "Home Page" but there are two people working on this (Member A and Member B). So, a best practice would be to break this down further:
- Home page content: Member A
- Home page design: Member B
Alternatively, you could create a checklist to represent this component in the project. So, you have a checklist called "Home Page" with all the related actions nested underneath.
Hope that makes sense for your particular use case?