What is the best practice, best/fastest way to add a medley?

The 2001 Carpenters collection As Time Goes By has several medleys, one of which is titled "Karen/Ella Medley" featuring Ella Fitzgerald.

This consists of:

This Masquerade (Leon Russell)

My Funny Valentine (Richard Rodgers, Lorenz Hart)

I'll Be Seeing You (Sammy Fain, Irving Kahal)

Someone to Watch over Me (George and Ira Gershwin)

As Time Goes By (Herman Hupfeld)

Don't Get Around Much Anymore (Duke Ellington, Bob Russell)

I Let a Song Go Out of My Heart (Duke Ellington, Irving Mills)

Yeah, it's a whopper...

How would I go about entering this and others like it as fast and smooth as possible?

You can just add the first cover and list the remainder in your submission. Was Ella singing on the release? Or just sampled?

Once you are an editor, you'll be able to add performances direct to the database

NIce, that makes it easier. Thx!

Yes it is the real Ella singing, I think it's from a TV show they did together (I'm around 94.3% sure).