This is a good one. I'm pretty confident I know the right answers here. Connected App and Named Credentials are the way to go for securing an external HTTPS integration in Salesforce.
Option C is the way to go here. Defining a high-level program roadmap with milestones, schedules, and a preliminary estimate will give the sponsors a clear picture of what they're approving. The other options are good, but this one seems most comprehensive.
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