ANAIS MITCHELL! Sorry for the random bump. Her concert in the Chicago area just finished and my god what a gorgeous voice.
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I wouldn't go so far as to argue he's a great natural singer, but to hear Cole Porter sing Anything Goes or You're The Top while accompanying himself is really something. Of course the songs themselves help.
Last year there was a production of a show called Miss You Like Hell at The Public Theater. The composer was Erin McKeown, and she sang a version of "Now I'm Here" (also my favorite song in the show) and it was AMAZING.
But I also have to agree with the people who have said Sara Bareilles and Dave Malloy.
Harold Arlen, without question. Some of the others mentioned here are great-- Guettel, JRB-- but there's Arlen and then there are the others.
I also hold the theory that the reason why, unlike lyricists who wrote with multiple partners and didn't become true household names, like Dorothy Fields and Yip Harburg, Johnny Mercer became just that because of his wonderful singing career. He was a chart-topping singer in the 40s and 50s, and had a wonderful way of singing and styling a song. And it made him very famous.
The four writers of In Transit (Kristen Anderson-Lopez, James-Allen Ford, Russ Kaplan, and Sara Wordsworth), I believe, sang together before they wrote together. Here they are performing the pre-show message to that show https://youtu.be/qGGNYtMSjFU
Now they aren't really going for a "pretty" sound here. The tone is more quirky/comedic, but still rather impressive.