So, just a couple of quick observations here:
1) trump believes everything he reads in Breitbart and not the daily briefings.
2) The "wiretap" trump is likely worried about was legally obtained via a warrant. trump has no grasp of how FISA warrants actually work. According to reports, the FISA court actually denied the warrant twice because the FBI was focusing too much on trump's US associates, so the FBI re-worded the request to focus on the Russian contacts instead.
3) trump has clearly been the focus of some kind of investigation for months into his ties with foreign financial groups, specifically with Russia. trump's biggest problem the past month - alongside his administration's complete ineptitude - has been the nagging accusations of collusion with Russia to rig the 2016 elections to trump's favor.
4) if trump is complaining about anything, he's complaining about an official, legally processed investigation that's still outside of his control. a lot of which was happening without Obama giving specific orders to spy on trump.
And yet, trump went there in his accusations: Blaming Obama and accusing him of illegal misdeeds that trump can't prove.
So why even go there?
Other than the obvious blow to the ego trump has to be suffering with this Sword of Damocles hanging over his throne, trump is doing what all bullies do. He's trying to game the refs into seeing things his way.
And by refs I mean Congress.
The weekend tweets were a large red flag (no pun intended) signalling to trump's wingnut supporters to stir up a shitstorm against Obama and scream to their congressional puppies to DO SOMETHING ABOUT THAT RADICAL KENYAN MOOSLIM
What trump seems to be doing is two-fold: Get Congress to force the FBI and the rest of the Intelligence Community to stop investigating his ties to Russia (because he can't do it himself: that would be Obstruction), and to get Congress to force a faux investigation on Obama as a means of keeping their coalition - fraying under the struggles to repeal Obamacare - rallying around an external focus of anger and outrage.
Nothing kept the Far Right focused like their hatred of Hillary and their ability to investigate her over and over - like, 11 times wasn't it? - for Benghazi and her emails and her servers and her poor choice in MP3 players. Nothing kept the Far Right riled up like having Obama in the White House for eight years serving the public trust.
So here's trump, railing against a perceived injustice that is an actual legal investigation into his sins, trying to turn the focus away by faking an injustice that doesn't exist.
Makes himself the victim and everybody else the fools.
I wish more Americans would see that.