This President has no foreign affairs, executive, military, law enforcement, intelligence, business, or economic experience. Essentially a provincial politician, that played race politics (but in a more mild way that doesn't turn off the white female voters like Jesse Jackson), he managed to turn serious character flaws or questions about his ideology into strengths through rhetorical means.
Think about it, if someone with ties to terrorists and his drug history applies for any job requiring a security clearance, what do you think will happen?