Not defending Donald Trump in the slightest but I would like to point out the hundreds of millions of dollars losses that he has supposedly incurred going back to the nineties with his airline, Atlantic City casinos and Plaza Hotel from looking at the figures and information available appear to be primarily to be depreciation. This relates to a devaluation of assets over a period of time which may explain with the airline collapse and other assets falling in value how Trump was able to use this to create a "paper loss" (i.e. no actual money was lost) which reduces his tax liability by the amount he then recorded as a loss. It is also a rather catch all term being used in "All Other Income" which can relate to non-business, non-investment and non-wages losses including such things as gambling- Market Watch- Why Trump's Losses May Not Have Been a Cash Loss At All

I would if I was taking a moral stance as an opposition be less inclined to attack him for a supposed lack of business acumen over these losses, and perhaps more take a moral standpoint over his complex use of the tax system to avoid payments like his elite contemporaries and even the lesser rich (I refer to millionaires who are not within the elite multi billionaire category but still are able to use such systems to their advantage) in ways that are simply not available to millions of Americans who are left with the tax burden. I obviously have no dealings with the Clintons and their tax affairs so I do not know if Hillary would be skating on thin ice so to speak using this tactic or perhaps upsetting her own backers, which may be why she and her campaign have instead focused on first page only analyses of Donald Trump's Connecticut, New Jersey and New York State tax returns. 

These systems exist in many countries with revelations coming in from time to time with entertainers, footballers and prominent business people being caught up in such affairs. The important thing to note when railing against these types of things is that they are not illegal although they do have a barrier to entry in terms of minimum financial commitments that can easily run into the high millions, which is what annoys me somewhat when Government figures have joined in the hypocritical condemnation. David Cameron's late father for example was one of many who either established their own or other individual's offshore funds which for decades avoided UK tax- The Guardian- Cameron Father Bahamas Tax .

Where the ire of the people should be directed is against the financial institutes and Government legislators who are complicit in allowing these types of tax avoidance schemes to flourish, costing for example the UK an estimated £4,400,000,000 in lost receipts for the 2015 tax year which then has to be shouldered as a burden by increased takings from those who are subject to normal PAYE or Self Assessment rules as well as hitting the poorest hardest with cutbacks across a wide range of areas.