Diana painted celebrity portraits while still in Toronto, probably in preparation for the posters, and then when she moved to NYC and went to school at the Art Students League and afterwards, she continued to paint famous people.
Here is a sample of what she did as a “kid” of twenty or so in Canada.
That is my favorite.
Here are a few more.
At some point after arriving in NYC, Diana embarked on at least two major painting projects. One of them was painting portraits of Broadway stars. She was allowed to attend rehearsals and would then paint the artists in one or more of the show costumes, as well as (sometimes) costumes from other shows he or she had performed in. She also painted some TV stars. Some of these were sold and some she kept. We have a few of the paintings . Here are three.
I am not positive about this 3rd one, but it might be Katherine Cornell. I used to know, but right now my certainty has flown away.
The other project was painting the portraits of the jazz greats who performed at The Birdland nightclub. These were commissioned by the club and hung on the walls for years. The murals were saved from the fire at the club, and a grouping of them were eventually displayed at the Smithsonian museum. A limited edition book was published about the club and the murals.
The portraits included Billie Holiday, Duke Ellington, and many others. Many of these are now owned by a private collector.
For an idea of what the murals looked like, as well as to read a poem I wrote about Diana’s art, check out this publication at The Ekphrastic Review.