The answer is and should always be "never" if the possibility of using FOSS is available either currently or by hard work to bring it into existence - however, there are cases where some software is not available in any other capacity and offers a service that is otherwise locked down. So we deal with the necessary evils where we must until we no longer have to.
this post was submitted on 07 Jun 2026
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'Ethical and Moral Considerations in Proprietary Software Usage' by Bradley M. Kühn
(sfconservancy.org)