Block a status transition based on the value of a custom field

[Kara Nadarajah]

I have asked a similar question before a few years ago but I am still confused and cannot work it out.

I need to block a status transition (Resolved) based on whether a value is present in a custom field.

If 'Deploy sign-off required" = Yes then "Deploy sign-off by" and "Deploy sign-off date" must be populated. If they aren't populated then the transition to 'Resolved' must be blocked.

If 'Deploy sign-off required" is null then the ticket is allowed to be resolved without the sign off by and sign off date fields being populated.

I am attempting to do this by added a workflow condition but I can't work it out:

[John Funk]

Hi Kara,

Just create two Transition to the Resolved status. One that has a condition that the field = Yes and one that the field = No. Then add your validators to the one transition as needed. 

[Kara Nadarajah]

Thanks but I don't understand how that will work? If I have both then I will always be able to Resolve as regardless of whether I choose Yes or null, the condition will always be met and I will be able to Resolve?

[John Funk]

Help me to understand the sequence. 

The user edits the issue and puts a value in the Deploy sign-off required field at some point. Maybe even at create. 

The issue moves along and gets to a point where the next transition needs to require the additional fields be entered if the above field = Yes. Otherwise if empty or No, then the issue continues down it's happy path. 

Is this correct?