You dont have to descend and rise every life. You can ascend during life then descend during death in a few seconds and then spend a whole life ascended again.
Just because time is an illusion and that you have to eventually come down doesnt mean:
1. That the time you come down is in the same body complex.
2. That you will remember coming down as it can happen in a microsecond.
Edit: meaning that you can remain in a state/emotion of having "made it" for your entire life if you want, and it can be justified. After all, you made it into being alive for one.
Just because time is an illusion and that you have to eventually come down doesnt mean:
1. That the time you come down is in the same body complex.
2. That you will remember coming down as it can happen in a microsecond.
Edit: meaning that you can remain in a state/emotion of having "made it" for your entire life if you want, and it can be justified. After all, you made it into being alive for one.