Songfacts®:

• Imelda May explained the song's background: "I wanted to ask the question, 'Who takes care of us?' We are 50 percent of the world and it's the people in power's responsibility to take care of women as well. I wrote 'Should've Been You' as a personal story of heartbreak, regret and eventual empowerment."
• The song's music video was inspired by the Women's Marches that were organized in response to Donald Trump's US presidency. It sees Imelda May leading a group of women through Brixton Market in south London. She said:
  
  "When making this video I wanted it to reflect current feelings of solidarity amongst lots of women worldwide in response to events unfolding around us, such as the Trump administration's approach to affordable health and maternity issues. It still seems like it's a man's world and in 2017 that's shocking. And I have young daughter, which changes your perception of how you want things to be. You want to leave her a better world, you think ahead that way."