It depends on your definition of successful.
But my answer would be "no." I don't think they plan out their follow-through to reboots very carefully. Or, if they do, they quickly derail the plan.
And with major retcons, it rarely seems that they think through the implications of the retcons. (Changing the history of a character in a shared narrative setting has ripple effects that affect the histories of other characters. If you care about this stuff, you need to work out what those ripples are, minimize them when possible, and somehow communicate them to the readers - and to the writers and editors!)
Out of some impulse - nostalgia or fan service or something - when they enter a new continuity after a reboot, they frequently try to mash as much as they can from previous continuities into the new continuity. And really, I understand the desire to include favorite "bits" from previous authors you admire. But
not at the cost of coherence for the characters or the setting. Older aspects should only be added when they contribute to, or at least don't disrupt or overcomplicate, the new versions you're trying to create; and they should be added as organically as possible. (Relatively speaking. Perfection isn't possible, but a good-faith effort is always nice to see.)
It hasn't seemed to me that that has been much of a priority for DC after reboots or major retcons. Unless Roy Thomas is involved - and no Big-Time Editor overrules him.