Because it's significantly harder to isolate problems and you'll end up in this loop
* Deploy everything
* It explodes
* Rollback everything
* Spend two weeks finding problem in one system and then fix it
* Deploy everything
* It explodes
* Rollback everything
* Spend two weeks finding a new problem that was created while you were fixing the last problem
* Repeat ad nauseum
Migrating iteratively gives you a foundation to build upon with each component
* Deploy everything * It explodes * Rollback everything * Spend two weeks finding problem in one system and then fix it * Deploy everything * It explodes * Rollback everything * Spend two weeks finding a new problem that was created while you were fixing the last problem * Repeat ad nauseum
Migrating iteratively gives you a foundation to build upon with each component