Maybe he is just feeding your arguments to AI and you argue with AI instead of him. 😁
But yes. As others have stated, you argue opinions. Not facts. And neither of you is really correct. You value different things. For example he values progress more than authors copyrights. And I find his points you mentioned valid. As are yours.
I however believe, you can agree on any topic with a “smart/sane enough” person with “enough time/motivation” and “similar enough values” as you if you are also such a person.
In that case one or the other will change his mind.
Those conditions are rarely met and the most important part is you also have to be open to changing your mind.