But scratch just beneath the surface, and these two trailblazing women share more than just cultural icon status.

BothNancy PelosiandBritney Spearshave been honored byGlamour Magazineas Woman of the Year.

That’s why, says the younger Whitney, his mother invited the winners back again and again.

Britney Spears red carpet

Pelosi’s children believe her work as a busy mom prepared her for life in Congress.

Britney Spears' origins could not be more different from Pelosi’s.

According to theWashington Post, this win made her the highest-ranking woman in the history of Congress.

Nancy Pelosi in front of American Flag

Glamour honored her accomplishments the following year, inviting her back again just as Ruth Whitney intended.

Britney Spears won Woman of the Year in 2003 when she was just 21.

Nancy Pelosi Speaking