Quoted by Kevin Rudolf from ABCNews; his inspiration for the song is anyone -young, old, black, white or from where a person is from- can achieve their dreams. Overall, the song is about embracing challenges, failures or dreams that never came true in life, as a part of living.
At each verse, Rudolf conveys that life has ups and downs with colorful metaphors and similes. The first verse acts as an opening very like of an essay, it has a hook with the two first lines and the next two lines sums up the whole song to put the audience into context of what this song is about. In next verses, Rudolf says how life has its ups and downs through different means such as metaphors or similes. When those challenges in life happens, an optimistic view is needed to be kept such as how he says "Something always turns out right" (Line 10). Line 45 and 46 is Rudolf saying not to give up hope for accomplishing one's dream even if the chances seems to be impossible. The chorus is like a chant when challenges occur. Noting "here's to us" is a toasting phrase for good and happy things, so Rudolf clearly demonstrates that failures should be celebrated.