Donald Trump faces legal penalties totaling nearly $540 million and must post bonds by two approaching deadlines. For the New York civil fraud case, he must post $454 million by March 25th to delay penalty execution during the appeal. Experts say Trump's best option is using "clean" unencumbered real estate assets as collateral to borrow the funds from private lenders. This could allow him to meet the deadlines without having to quickly sell off properties under duress. Analysts note private equity and debt market sources may lend against Trump's real estate holdings.