Woods was a moderate-to-liberal Republican who served as John McCain's chief of staff when he was a congressman.

[4] During the 2016 United States presidential election, he endorsed the Democratic candidate, Hillary Clinton.

Regarding the two presidential candidates, he wrote, "Hillary Clinton is one of the most qualified nominees to ever run for president.

He resigned in December 2018 and Governor Doug Ducey appointed Martha McSally to fill the remainder of the term.

My message to Democrats is, 'Look we can have a nice primary, that's fine, but why don't we nominate somebody who can actually win?'

"[8] In June 2021, Woods was fired from the law firm Gallagher & Kennedy (G&K), after he sent out a tweet criticizing Arizona Diamondbacks owner Ken Kendrick.