Not the same.
He probably needs a Sync license.
Don’t think so. That’s more for a movie, using a sample for an ad is still another issue.
Here’s an example. At a concert there might be songs playing before the first act takes the stage. The promoter is assumed to be responsible to handle paying the appropriate agencies. No one came to the event because of this usage. Same for a Trump rally.
But, if at some point the song becomes part of Trump’s branding, then Tyler has a case.