How exactly does one manage to bankrupt a casino? It must take a special kind of leader to do that. These stories take me back to the glory days of “Bush the CEO President” when most of the media ignored the reality that Bush had the reverse Midas touch on businesses that he ran. Bush was expensive enough for the US, so it sounds expensive to even consider a Trump presidency. Top 10 Trump failures, by Time:

“I don’t like the B word,” Donald Trump said in 2010 while testifying in a New Jersey bankruptcy courtroom about his gambling company, Trump Entertainment Resorts Inc., which had filed for bankruptcy for the third time. Given the number of times Trump has flirted with bankruptcy, you’d think he’d be used to that word by now.

In 1990, the banking institutions that backed his real estate investments had to bail him out with a $65 million “rescue package” that contained new loans and credit. But it wasn’t enough, and nine months later the famous developer was nearly $4 billion in debt. He didn’t declare personal bankruptcy, although his famous Taj Mahal casino in Atlantic City, N.J., did have to file for it (bondholders ended up taking a 50% stake in the investment). Trump’s economic troubles continued through the early ’90s, while he was personally leveraged to nearly $1 billion. In 2004, Trump Hotels & Casino Resorts also filed for bankruptcy. The company was only a small portion of Trump’s real estate empire, but he did still have to personally cough up $72 million to keep it afloat. In 2009, the same company (by then renamed Trump Entertainment Resorts Inc.) filed for bankruptcy again. Yet during all of this, no one ever told Trump, “You’re fired!” Probably because no one could.