One thing to note on all the candidates is personal loans have to be paid back, otherwise they'll be considered donations and obviously over the maximum donations allowed by the FEC. Self-funding really isn't self-funding. It is just making loans to the campaign. So for Gilmore's example here, he will either need donations to then pay himself back (with interest of course) or he'll write off the expenses (a loan is an expanse) leaving the vendor or staffer whom the money was going to pay, screwed. Loaning your own campaign money, like in Gilmore's case here, also is a way of hiding donations. This was one of those ways Hillary was able to get a lot of international and questionable donations in her first run. She would get personal money from the Chinese for example, then loan it to her own campaign as a personal loan from herself. Self-funding like this is often a way to skirt donor laws.
Not saying Gilmore does this, I doubt anyone of importance has heard of him and will waste their money on him.