Using Parallel Block Workflow to send email notifications

Question

How does SharePoint react to workflows that run parallel with pauses? will the following work?

I have a List that is for tracking and reporting of contracts, and I need some notifications near the end of the contract. I was going to use the IM Policy to start workflows at specific dates and the workflows were just send an email. the problem with that is IM Policy triggers in sequential stages, and the notification dates I'm using are not always in a a set order. This list will have around 2K active items at any given time so I'm trying to stay away from having a complicated workflow always in progress on each. So my thought is to use the IM policy to trigger a workflow that looks like the one above. will this work? is there a better solution I'm not aware of? Thanks

EDIT:

EDIT number 2

So I take the part below, copy it for each notification date, and use the IM policy to run every week until the next stage which is a final end date. will this work?

Answer 1

It would not work. The workflow would pause until the latest day and then send three emails together at that day.

Workaround, you could create three workflows instead. Then use the IM Policy to trigeer the three worflows.