THAT MANY? Trump Wants To Deport As Many Undocumented Immigrants As Obama Already Has. “Much of the protesting of Trump’s election has been motivated by his stated plans to deport “two…even three million” people, but as President Obama leaves office with extraordinarily high approval ratings, the legacy of his administration regarding deportations isn’t receiving the same kind of scrutiny as Trump’s prospective policies. Put simply, President Obama presided over the deportations of over 2.5 million people—that’s more than the previous two administrations combined over a period twice as long—and by far the most of any administration ever.”