when I try to test my plug-in I’m getting this weird problem as shown below:
Activator.getDefault() // returns null here
Any clue how to fix it?

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Pretty much sounds like your plugin is not activated when you call #getDefault.
Did you check “Activate this Plug-in when one of its classes is loaded” (aka “Bundle-ActivationPolicy: lazy” in MANIFEST.MF) in the manifest editor ?