Program views. How to see milestones and parent tickets without clear start/end date?

[Chip V]

I want to use Advanced Roadmaps Program View for visualizing my portfolio level. 

Something like showed as the first picture on this documentation page. 

I have 2 problems: 

1) I created a test project. Added several Initiatives and Epics. Added couple Milestones as Releases. Created a Plan and connected this Plan to a Program view. 

Problem is, I don't see my Milestones on Program view (these green dots shown in the picture). I see these in my Plan though. 
What are criteria to see these Milestones/Releases? 

2) We use roll-up for dates in Plan view. End date for an initiative calculated from child Epics. In the Plan view it's perfectly works. I can see my Initiative end date. It shows as a striped color fill. 

Problem is, I don't see my Initiatives on Program view (schedule tab). I see these in Scope tab though. 
Is it possible to see my Initiative on Schedule tab if these Initiatives have roll-up Start/End date?

What is the best practices for 1) and 2) ?