The word bankrupt is often used metaphorically.  Such as my daughters college tuition is going to bankrupt me.  Homeless that are counted primarily live in the city and known areas where homeless gather.  They can easily be counted.  Some homeless have moved into the hills and caves in certain valleys ( example: Hawaii Kai behind the golf course)  They remain out of sight for obvious reasons.  Fact check can be deceiving. Going negative is a standard campaign technique.  When, where and how it is done is a decision made by the campaign.  A person seeking and elected position is not expected to speak well of his opponent. 
CB is the most object reporting source in Hawaii and the are always factually correct..  They probably will go bankrupt because nobody sends donation to this 501(c)(3). Their reporters may become part of the working homeless because they earn such small wages, and they compete with the Staradvertiser for business.  Not totally true.  But some of it can be said. Peace.