Lookup First "Smaller-Than" Value Within a Specified Date Range and Return the Value and the Date the Value Occurs

[DDURR]

Hello,

I have been facing a "lookup" problem for most of the day today. I have tried vlookup and index-match, however I am unable to return the resulting values that I am looking for. Thank you in advance for your assistance.

In short, I am trying to do accomplish two things. These two things align with the two highlighted cells in the picture above.
1. Cell G1 - Identify (and return) the first Price below the Break Price within the specified Range
2. Cell H1 - Identify (and return) the corresponding date for this value

In the complete data set that I am working with, I am dealing with dates and times (combined), however I decided to simply for the above example.

Most of my attempts ended with the lowest value for the whole set (col A) being returned.

Thank you in advance for your assistance.

Durr

 

[DDURR]

Here is the picture which I meant to upload above...

 

[DDURR]

Here is a third (and hopefully final) attempt to upload the image for my question above. Thank you.