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You can deal with these questions in a variety of ways.
1. Programs can be in Engagements, but you need a separate batch campaign that says Member of Engagement IS X, send email Y (or whatever the flow is), and DO NOT turn on the campaign. When you drag in the Program it will ask you to select the kickoff campaign inside the Program.
Keep in mind that your Program, once kicked off, will run *independently* of the Engagement. So if you have 3 emails in a flow, that will happen and so will the next Cast.
2. Yes you could try to add a few things:
A: filter out people in the Engagement
B: clone the program just for the Engagement
C: filter out people who already received the email in both the main flow and the Engagement flow <--this is important because it is possible for the lead to receive the email TWICE because the first time wasn't in the Engagement.
D: some combination of A and C