While I can agree that you can have greater control over your dosing in PEAK levels with a shorter ester you end up having a lot less control over your blood serum levels from a stability standpoint regardless of your pinning schedule. Just a few hours in difference in your pinning schedule will have an impact of serum levels. Longer esters are more lenient. The longer the half life the less peaks or valleys you will have in your serum levels.
Here is a poor example- A short easter is like placing a frying pan on high heat to get to temperature , then placing it in ice cold water, and then placing it back on high heat to reheat. A longer ester is placing the frying on medium heat to reach temperature, then removing the pan and setting it aside on the stove top to cool, and then placing it back on medium heat to reheat.
Which one has a more stable temperature over time?
If a shorter ester is working for you and is the basis for planning your cycles than go for it. But if blood serum level stability is the focus than the longer the half life of the ester is a better route to go.