How High

In 'How High,' Madonna delves into the complexities and existential questions surrounding fame and fortune. The song opens with a repeated inquiry about the stakes and the potential fortune one can amass, setting the stage for a deeper exploration of the costs associated with a life in the spotlight. This repetition underscores the relentless pursuit of success and the constant evaluation of its worth.

Madonna reflects on her lifelong desire to be recognized and celebrated, admitting that she has done almost everything to see her name in lights. This confession is tinged with a sense of regret and introspection, as she questions whether the sacrifices and efforts were truly worth it. The lyrics 'Was it all worth it? And how did I earn it? Nobody's perfect, I guess I deserve it' reveal a vulnerability and a recognition of her own imperfections, suggesting that the pursuit of fame often comes with a heavy personal toll.

The song also touches on the fleeting nature of fame and the harsh judgments that come with it. Madonna notes that while her name is frequently mentioned, it is rarely in a positive light. This highlights the double-edged sword of celebrity, where public adoration can quickly turn into criticism. The recurring questions 'Should I carry on? Will it matter when I'm gone?' reflect a deeper existential crisis, pondering the lasting impact of her achievements and whether any of it will hold significance after she is gone. Through 'How High,' Madonna offers a candid and poignant commentary on the ephemeral nature of fame and the internal struggles that accompany it.