1) Vocal lessons. Because you may or may not be totally confident at either singing or playing and singing is the more likely culprit. If you don't know where or how to breath, it's hard to pull a performance off.
2) Slowing way down when learning seldom hurts.
3) Visualization. If you can't see yourself doing it in your mind, you'll never do it in reality.
4) Relaxation. Trying less rather than trying more is often just the ticket.
5) Having your vocal coach also coach your performance when playing at the same time. Any decent one coaches performance as well as technique.
6) Ryan Adams comes off as kind of simple ... except he's not. Start off singing and playing something mindlessly simple like "Blowing In The Wind" or a similar easy folk song you already know before you tackle someone idiosyncratic like Ryan Adams.
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