Thanks @buckethead. A common strategy for accomplishing large, complex tasks is to break them into smaller, achievable sub-tasks and prioritizing which sub tasks are most important to do next. Breaking big tasks up helps people because all they have to think about is the next prioritized sub task, instead of the overwhelming large task.
When you use this approach to accomplish several large tasks, it's important to understand what prioritized sub tasks need to be done next across all your larger tasks. Because of this, the sub-tasks need to have their own flag and due date. A bullet list inside of one taks with one flag sin't sufficient.
Luckily, Evernote already built flags and due dates. All they need to do now to help people who use this method is to allow us to nest tasks within tasks.
Hoping Evernote see this and adds the functionality.