By Jonathon Dornbush
Updated January 02, 2015 at 09:56 PM EST

A story of struggle and hard work almost always contributes to making a musician’s success a reality, even when that musician makes performing look easy.

People gathered country singer Cassadee Pope, musicians Grace Weber and Mayaeni, and DJ Chelsea Leyland for The Climb to talk about just how surprisingly difficult that journey can be.

The musicians of different backgrounds and genres sat down together to talk about the unexpected paths their careers have taken and how they have continued pursuing their goals despite any setbacks they have encountered.

Watch the four share what they consider success to mean (above), or listen to them speak about how ambition has played a role in their work (below).

See all four musicians talk about more aspects of The Climb, both in their own and each other’s careers, at People.