Milestone wins are exciting recognition of activity–you’ve had measureable success–and are often good ways for people to thank you, or to compare you to those they may think are better than you.
Each game counts as one and the next game should be respected just as much as the last one, just as the losses should be.
Long term success may mean you’re a “great coach”, what are the other factors? How will you improve those? Do you have a road map? Can you teach others? Define your version of success and get on it.