[1] One of his self-portraits is held by the Library of Congress[2] and his screenprint work Industrial Scene #1 (1948) is in the National Gallery of Art.

[5] In 1942 he married fellow artist and activist Miriam "Mimi" Green, who followed him to Colorado Springs and Camp Adair in Oregon before he was deployed with the 104th Infantry Division.

During this time, he studied printmaking, drawing, and painting with Kimon Nicolaïdes, Anton Refregier, and Harry Sternberg.

[1][8] Dimondstein served in the 104th Infantry Division in the 387th Field Artillery Battalion as a forward observer and fire director center operator.

[9] Dimondstein's oil painting “The Attack,” which depicts a "wounded buddy" in a razed German town, was awarded first place by the California Art Club in 1946 at the First Annual G.I.

A local news article published after the event speculated that the controversy stemmed from a prevailing lack of appreciation for the significance of simplicity in modern design techniques, which was becoming increasingly evident in the creation of furniture, houses, movie sets, and various objects of the era.

[5] Dimondstein started the Fraymart Gallery on Melrose avenue in 1948 with his then-wife Miriam, art dealer Felix Landau, and Manny Singer.

The FBI's investigations into Dimondstein continued during this time, which included visits to their home by presumed federal agents meant to intimidate.

[5] During his three years in Mexico, Dimondstein also worked as a staff artist and instructor in visual education for UNESCO[8] Dimondstein was the art editor for multiple editions of The California Quarterly from 1953 to 1956, which published works by various local artists and poets, including Thomas McGrath.

[19][8] Dimondstein created woodcut covers used for two Vladimir Nabokov stories published by Penguin Books, The Real Life of Sebastian Knight and Laughter in the Dark.

During his time in Italy, Dimondstein continued to create using print and paint, but his focus transitioned to sculpture.

[8] Dimondstein had established The School of Fine Art, where he taught and worked alongside photographer Harry Drinkwater, and artists Arnold Mesches, Ted Gilien, Keith Fitch, and Martin Lubner.

[28][29] His name also appears on Stop We Dissent (1965), an iconic sign held up by protestors at the Los Angeles County Museum of Art.