Date issue Xcode 11, 11.1 on Mojave - debugger contradiction

Question

I'm having an issue while working with dates in Xcode11 and even on Xcode11.1. The debugger (somehow) contradicts itself.

You see, when I print the details for selectedRanges (which is a list of DateRanges with two properties:)

    struct DateRange: Equatable {
        var start: Date
        var end: Date?
    }

it shows me the correct values stored, but when I do something like this:

 let a = selectedRanges.filter({
        guard $0.isComplete() == true else { return false }
        guard !date.isBetween($0.start, and: $0.end!) else { return false }
        guard let firstSelectedRange = selectedRanges.first, firstSelectedRange.isComplete() == false else { return false }
       *guard firstSelectedRange.start > $0.start && date < $0.start else { return false }

        return true
    })

and print firstSelecteRange.end I get an optional value out of no were, and when tested with != nil it returns a value and when tested with .isComplete() returns another one (isComplete method is in the image).

All prints have been done on the *line from the code.

Weirdly enough, in the debugger console I get nil sometimes on ranges that are not.

My question is: is this an issue on Xcode, or do I miss something?

// EDIT 1: Added logs for p command: