Thank you for the tips. I tried experimenting and ran into a road block.
I created a simple automation where Email 1 - is send to Customer 1 on 30th Dec and customer 2 on 31st Dec. As you can send from the screenshot of my masterlist :)
For Email 2 I wanted to send to those who were added 2 days ago so created a filter from the master list as this.
I kinda got confused here and thought the DATE_SENT is after Today - 2days would pick Dec 30 but it picked both Dec 30 and 31 after I ran the interaction filter. So I am not too sure what i did wrong with my data filter steps :(