In principle, there is nothing wrong in using freely available tax or other benefits which exist, as long as the use is moral, and is for the intended purpose. So, for example, the use of a tax loophole might be legal but immoral, but the use of a tax benefit is both legal and moral, which is where the OP’s question fits. In other words, I disagree with your interpretation, here!

Extending this, somewhat, I generally try to use locals when work is to be done. Should I pay above the going rate, if I can afford to? I am attending local classes in a school, in Portuguese; at 7.50 for two 2-hour classes a week for a full year, someone must be paying for this. Am I wrong to benefit from this rate?

...but, whilst not being subject to PT CGT, there could be CGT due elsewhere. If the ‘property’ is UK real estate, such as a rental property, then the sale will trigger potential liability to tax which is banded with a highest band of 28%. Without NHR, or when it is expired, Portugal will also carry out a tax calculation so, under double taxation, you would probably end up paying the difference to Portugal.

Thanks for the feedback so far guys.

i am chasing the Portugal IRS directly for more clarification about the NHR tax issue regarding taxes on certain overseas income.

Will let you all know what they say when they respond. Been waiting for them to respond to my email for 48 hours already. Hopefully they will revert before end of this week.