Kan 1887, sa edad na 13, si Montgomery nagsurat sa saiyang talaan na igwa siya nin "early dreams of future fame." Nag sumiter sya nin tula para sa sarong publikasyon kun sain nakasurat na, "I saw myself the wonder of my schoolmates – a little local celebrity."  Kan dai maako si gibo nya, nagsurat si Montgomery ,"Tears of disappointment would come in spite of myself, as I crept away to hide the poor crumpled manuscript in the depths of my trunk." Nagsurat man sya kinahaluyi "down, deep down under all the discouragement and rebuff, I knew I would 'arrive' some day."