Index/Match formula

Good evening -

I need help with an Index/Match formula for a range (multiple columns) based on the column header. I've worked up a mess with the formulas I've attempted and the best I've been able to do is build one that gets data across a row rather than down the column...

Advice? Solutions? Any good tutorials out there for the thick-headed?

Oh, and is the second date column necessary - can this be done using only the one date column in the range?

Thank you...

Steve