When he was reportedly fired for almost knocking an A-frame onto Alfred Hitchcock, Steckler turned to the then fledgling B-movie circuit. Steckler made his directorial debut in the Hall vehicle Wild Guitar and co-starred under his on-screen name Cash Flagg.
In 1963 he co-produced his first solo film, The Incredibly Strange Creatures Who Stopped Living and Became Mixed-Up Zombies!!?, co-starring his then-wife, Carolyn Brandt. Reportedly filmed for a budget of $38,000, the film was photographed by then newcomers László Kovács and Vilmos Zsigmond, a fact that both men acknowledged as their first big break.
Steckler continued to produce a number of low-budget but fanciful films which soon attained cult status, including Rat Pfink a Boo Boo (a spoof of Batman) and Lemon Grove Kids Meet the Monsters (an homage to the East Side Kids films). By the late 1960s, he also directed the video for Jefferson Airplane‘s “White Rabbit.”
With the decline of drive-in horror films of the nature Steckler was producing in the 1960s, and following his divorce from Brandt, Steckler dabbled with producing porn films during the 1970s and 1980s, and catering to the home video market.