Katie Cleary's Husband Andrew Stern Already Filed for Divorce Before Killing Himself

Andrew Stern, the husband who shot himself dead at a shooting range after his model wife, Katie Cleary, was pictured cozying up to Leonardo DiCaprio had filed for divorce weeks before.

Kate Cleary was pictured cuddling up to DiCaprio and Entourage star Adrian Grenier last month in Cannes, before her husband Andrew Stern killed himself at a California shooting range on Sunday.

He had filed court papers to end the couple's less-than-four-year marriage just weeks before the images emerged, according to court documents.

And Cleary and Stern were still in the process of dividing up their assets when the 40-year-old entrepreneur took his own life with a bullet to the head at the San Fernando Valley gun range.

With Leonardo DiCaprio

With Adrian Grenier

A spokesman for Cleary tonight claimed the pictures were harmless but friends of his told TMZ that he felt humiliated.

The divorce papers read: 'The exact nature and extent of [Stern's] separate assets including, without limitation, funds and/or other property interests due to [Stern] from [Cleary] by way of recoupment, misappropriation are presently under determination.'

Cleary and Stern, who had appeared on Bravo's dating show Millionaire Matchmaker, married the model on July 31, 2010.

The court documents state the pair separated on April 3, 2014.

However, Cleary's rep told TMZ the couple broke up eight months ago and said Cleary and Grenier had been friends for sometime. The rep said that Cleary and Dicaprico had only met the night they were photograph but insisted they were innocently discussing animal conservation and nothing else.

However, the celebrity website cites sources as saying Stern felt humiliated by the pictures and was suffering depression.

Interviews with the couple's friends revealed he was 'suffering significant stress over marital problems' and had a history of depression, TMZ earlier eported, while others said he had financial strains.

The tragedy comes just four weeks after 32-year-old Cleary was pictured getting close to DiCaprio at the Gotha nightclub in Cannes.

The pair were seen chatting and dancing closely, while DiCaprio was pictured whispering into the model's ear. The apparent closeness came even though DiCaprio is dating Victoria's Secret model Toni Garrn.

She was also spotted out and about with Entourage cast member Adrian Grenier while in Cannes.