When President Trump repeatedly talks with Maggie Haberman from the NY Times and talked with Bob Woodward - and he knows they have been highly critical of him in the past, and that they continue to be so with the information from their interviews - that is indicative of insecurity.
See, that’s just another example of faulty reasoning. You have no idea what motivates Trump, but since you don’t like him you choose a comment like “...is indicative of insecurity” to explain something you don’t really understand. Trump has been highly successful at politics - something he only took up 7 years ago, so his decisions regarding who and who not to talk to, and when and when not to talk to them has served him well. There are many other reasons why Trump might talk to a Woodward or Haberman that have nothing to do with insecurity. For one thing, he’s a fighter and enjoys sparring with his critics. For another, by engaging with them he exposes them.