In collaboration with his father, Dmitry staged Shakespeare's Otello, A Month in the Countryside based on Ivan Turgenev's play, Aleksei Arbuzov's Recollection, and many more.

In 1985 he switched to the Taganka Theatre, where he created set design for Svetlana Alexievich's The Unwomanly Face of War, Boris Mozhayev's A Square Meter and a Half, and Molière's The Misanthrope.

As recalled by witnesses, the cardinals in the room were shocked when the painting was revealed because it was made in a surrealistic manner reminding of Modigliani's style.

[4] In 2004 Krymov joined the Moscow School of Dramatic Art [ru] where he established his own experimental Laboratory with a group of undergraduate students.

[19][20][21][22] In 2014 Krymov signed a collective letter of Russian workers of culture that condemned the annexation of Crimea by Russia.

[23] In 2018 he was forced to leave the Moscow School of Dramatic Art due to pressure from its new director Olga Sokolova who censored his plays and removed students from his Lab.

[24] According to Head of Russian Director's League Valery Fokin, Krymov's dismissal from the Moscow School of Dramatic Art meant its inevitable decay.

[25] In Winter 2022 Krymov went to Philadelphia to work on his version of The Cherry Orchard, scheduled to premiere in February at the Wilma Theater.

Krymov asked his leading actor Yevgeny Tsyganov to send the Golden Mask to Novaya Gazeta’s editor-in-chief Dmitry Muratov.