"But fuck-all has worked the way I wanted. Nothin never come to my hand the right way."
Brokeback Mountain, 276
This quote is interesting because it holds true through decades; plans rarely ever go as they were originally intended to. However, sometimes the best things in life are those that were unexpected.
In Jack's case, although his original plan to work in the rodeo didn't work out, it still seems like he has a good life. For one, had he kept working in the rodeo, it is possible that he would've been dead before he even made this comment. Moreover, he would most likely still be working unstable ranch jobs had he not married Lureen.
Most of all, even though he had not planned for things to happen with Ennis, they did regardless. Whereas in the beginning of the story, Jack did not even expect to become friends with Ennis during their summer ranch job, it turned out that he later on made a plan to move away together, though that did not work out either. However, they were still able to see each other and spend time together, away from everyone else. Even though their time together was limited, it was still valuable. It did not come to Jack's hand "the right way", but I don't doubt that he would've asked for anything less.