Would Bill Clinton?
No.
That subject came up when he was running for president. The answer is No. I used to work for the US Govt. for the Passport Agcy. Before I could work there, I had to go through a pretty extensive security clearance. Bill Clinton would not have been able to go to work for the Passport Agcy because he could not have passed their sec. clearance.
No, and a large portion of his White House staff never even applied for their required clearances because of their bad backgrounds. This was reported by Gary Aldrich in his book Unlimited Access.
The Clinton Administration just ignored the system and it's internal FBI office and let many of them handle classified anyway.