"[3] Weiss' paintings are held in such collections as the New Britain Museum of American Art and the Harvard Club of New York City.

Morris asked for his son's advice when buying works by Dean Cornwell (1892–1960)[4] and had once sat for James Montgomery Flagg (1877–1960).

[4] Weiss was put off narrative work after seeing his father's daily hard-working routine for comics such as Mickey Finn and Joe Palooka.

He also studied with Harvey Dinnerstein, whose "emphatic draftsmanship" he admired,[4] at the National Academy of Design in New York City.

[6] Ten years later, he took on landscapes – a genre in which he is self-taught – eventually realizing he could treat them as he did a figure in an interior, in terms of composition, pattern and shape.

In 2012 he curated an exhibition of large-scale figure works that included paintings by Dinnerstein, Mary Beth McKenzie, Dan Gheno and Tom Loepp.

[5] Weiss uses a wood palette and a small range of colors; typically titanium white, yellow ochre, ultramarine blue and cadmium red light, sometimes with the addition of a deeper red, cadmium yellow light, cerulean and green.

[4] After forming quick outlines, he works rapidly to block in the light and dark areas of the figure and major compositional elements with turpentine-thinned paint.

Following this first stage which takes around half an hour, he reworks the areas a dozen times or more, constantly refining and unifying.