60 day ban does apply to 527s. No corporate or union money can be spent on electronic communications in the 60 days prior to the November election. Individual donor money can be used 60 days prior, whether it's my money ($400) or Steven Bing's money ($10,000,000)
Yes, but there are some exceptions, including when 527's set up segregated accounts. It's a really complicated issue, and something that can barely be distilled into a legal memo, much less an FR thread.