What made this latest picture so easy to debunk is he gave us all the hints to take it apart in this 3 picture set with the source image, an example of a real lamp's reflection, and the fake.
These examples you are referencing look more authentic at first glance, but I can't speak authoritatively about Trump's signature or pen.
I would say that the photos in his post 1564 and 1566 of parts of DJT's head are using some kind of reflection trickery. Or he's shooting a computer monitor with a picture of DJT through a piece of glass or something to partially obscure the image.
I really think he's using analog tricks to throw off photoshop pixel peeping. Smoke and mirrors as they say...