Introduction -- "Who'll buy my memories?" -- Dear America -- "Three days" -- Dear Mama and Daddy -- "Family Bible" -- Dear Sister -- "Healing hands of time" -- Booger Red gets with it -- Dear Abbott -- The Willie hustle -- Dear Zeke -- Booger Red gets going -- Dear Texas -- "Texas" -- To all the young songwriters -- "The songwriters" -- Dear music executive -- "Write your own songs" -- The hungry years -- Dear Trigger -- "Funny how time slips away" -- Dear pocket -- "Night life" -- The red headed stranger -- Dear Paul -- "Me and Paul" -- Yesterday's wine -- "Yesterday's wine" -- A family band -- Dear family band -- Dear audience -- "Angel flying too close to the ground" -- Shotgun Willie -- "Shotgun Willie" -- It's not supposed to be that way -- "It's not supposed to be that way" -- A letter from the road -- My heroes have always been cowboys -- Dear Lord -- "Red headed stranger" -- Back in the saddle again -- Dear Gene Autry -- Dear Will Rogers -- Dear Booger Red -- "Heaven and hell" -- High on a hill -- Dear luck -- "Lady luck" -- Dear readers -- Dear COVID-19 -- "These are difficult times" -- Blue skies -- "December day" -- Dear Roger Miller -- I'd have to be crazy -- To all the girls I've loved before -- "Love just laughed" -- Bad boys and bad girls -- "You don't think I'm funny anymore" -- String of pars -- Dear golf gods -- Thirty-five years of farm aid -- Dear family farmers -- "Heartland" -- The road goes on forever -- "The highwayman" -- Whiskey River -- Dear cannabis -- "Roll me up and smoke me when I die" -- Happy birthday, Woody! -- Marriage is a four-letter word -- "There are worse things than being alone" -- Dear kids -- "Valentine" -- Dear Santa -- "Pretty paper" -- Band of brothers -- Hey Mark -- "We don't run" -- America the beautiful -- Dear founding fathers -- "America the beautiful" -- Dear fourth of July -- "Uncloudy day" -- To my fellow Native Americans -- "A horse called Music" -- Mama, don't let them babies grow up to be presidents -- "Vote 'em out" -- Dear Jimmy Carter -- "Georgia on my mind" -- Dear Mother Earth -- "American tune" -- The power of positive thinking -- The healing powers of music -- "When Willie went up to heaven" -- Live every day -- "Still not dead" -- Dear time -- "Come on time" -- Bring it all home -- Dear Willie Nelson's songbook -- "One more song to write" -- God is a four-letter word -- Dear God -- "In God's eyes" -- To young Booger Red -- "Goin' home" -- Dear road -- "On the road again".

Willie Nelson writes about his life in the form of letters that also include musings about America. There are also song lyrics to some of his biggest hits.