re: Why did Obama team spy on Trump’s staff if they didn’t expect him to win?

The investigations began to KEEP him from winning. Had she won, then NONE of this would have seen the light of day. It would have been business as usual and God only knows what state secrets Hillary would have sold and for how much.

After Trump won, it became paramount to try to discredit him in any way possible and make sure he never caught on to their illegal spying. Flynn became the focus, because as both an Obama staffer and intelligence official, he knew way too much and was the one man they felt who could bring them down. They felt they could harass him to the point of breaking. They nearly pulled if off.

This entire episode is worse than Watergate and Iran-Contra combined.

I'm sure their internal polling was closer to reality than the media poll rags that are designed to sway public opinion. IYR, in the Strozk/Page texts, they expressed concern that Trump might pull this off.

Here is your answer

BHO promised to transform America and he was very successful in doing so. His definition of that was a realignment of global powers. The overtures were to Islamic nations - see Iran and its network which included Red China. To solidify this transformation an enemy had to be identified and it was Putin's Russia - our old Cold War adversary, fresh enough for Boomers.

If HRC had been elected we would have engaged Putin's Russia militarily and we were well on the way to doing so. When she inexplicably lost a cover had to surface. The BHO WH was always spying on American citizens so they quickly used it - Russian interference and DJT as a cover. This has NEVER been about DJT but rather an attempt to cover a deeper agenda. DJT is show. Unfortunately for them DJT won't allow it to ride as 'just politics' as it WASN'T 'just politics'... it was a deliberate and calculated attempt for nations to lose their sovereignty.

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Was the IC wiretapping Trump pre-election to help Hillary and they needed a reason, post-election, for those wiretaps?

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Yes.

we're going to find out they've been spying on people illegally for years (previous election also).

Once Trump won, they need a story to "help cover" for what they did to him.

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After losing the election, Trump would have been prosecuted for conspiring with the Russians. The Hillary DOJ would have destroyed him, his businesses & family.

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This. I think it were a "normal republican" running against her she wouldn't have gone that far.

Trump calling her out, saying he's going to put her in jail, made them go further in their spying OP. Funny thing is, they never found anything on him

By him drawing her in....the operation became very big...which leads to mistakes.....then, he WON..and they had to try to cover it all up (cover up spying on him and others in the past)

Because a rat is a rat and will always be nothing but a rat doing rat things.....

Seriously, they are bad , paranoid people and it's simply IN THEIR NATURE to do bad things.

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Yes yes but WHY?

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my belief is;

Before election -
1). They spied on everyone trying to get or manufacture current and future blackmail material.
2). Flynn was on Obama's crap list because of Iran and because he didn't play the corruption game but knows how they did it.
3). They wanted to help Hillary and punish the opposition and especially that OMB Trump.
4). Ends justify the means, when you are an arrogant POS leftist/communist statist power hungry dirt bag... which most in Obama's admin were.

After election -
1). Oh hell
2). We got to get more blackmail material, NOW!
3). Oh hell
4). We got to cover our asses.
5). Oh hell

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After losing the election, Trump would have been prosecuted for conspiring with the Russians. The Hillary DOJ would have destroyed him, his businesses & family.

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THIS is the right answer.

Hell, even after Trump was elected, a good deal of the activity has been designed exclusively to tell all others who might wish to repeat what Trump did or support something like it that your lives may well be ruined.

Make no mistake. There are people who might otherwise choose to support a future candidate's campaign that will choose not to after seeing what happened to those who participated in Trump's.

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Here is your answer

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^^ Your post ^^

My guess has been that patriots in DC (congress, military, SCOTUS, etc) recognized this and made a plan.
Nobody was beating HRC. period. DTC was recruited** maybe as early as 2011 to be the face-man to dump the book of secrets after she won, and then push for torches and pitchforks*** (with help from behind the curtain). There are no real secrets in DC. BHO was spying to figure out who was behind the curtain, what they were preparing to do and how to counter it.
**Why would DJT in 2010-2011, at his age and where he was at time (hit TV show, international pop-culture icon, 3rd hot wife, plenty of money) start hitting the MSM touting the birther movement, insulting the most globally respected leader in modern history and potentially alienating the citizens of the world from his brand, to appeal to maybe 25% of the US population? That doesn't make sense...unless..
*** why would Trump not say to the nation on the debate stage that he would arbitrarily accept the results of the election, if he lost, and why would that question even be brought up unless somebody knew that someone was cooking something up behind the curtains?

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Why did Obama team spy on Trump’s staff if they didn’t expect him to win?

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1.) Why leave it to chance, even if it's a slim chance? Look at the text messages between the two FBI love birds. They thought Hillary was a shoe in but still wanted a back up plan in place just incase.
2.) If he does end up losing it'll be easy to cover up.