Thank you for the suggestiions.
I've tried doing the smart campaign in the background and for some reason, it just won't recognize the value coming in as a 1.
I've tried it a couple different ways:
1)
Smart List
Trigger: Fills Out Form (My Form)
Trigger: Data Value Changes - Attribute: Speak with Someone - New Value is 1
Flow
Flow Actions: Change Data Value - Attribute: Speak WIth Someone - New Value Yes
2) Without the "Fills Out Form" Trigger
3) With just a Data Value Changed Filter, No Trigger, running on a schedule.
None of the above three options changed my 1 (generated by a checked checkbox) to a Yes.
Any other tips?