spelling wisdom and transcription question

Hello,

My son is 8 and has just started Spelling Wisdom.  He is doing transcription, but has to look at words more than once to transcribe them.  I am wondering how I should schedule each exercise.  If he is looking back multiple times to write a word, does that mean he should transcribe the exercise again before moving on? Or should I just continue doing two exercises a week?  He did exercise 8 today and the word “sleeping” was one he looked at more than once.  I think another word that he had to look at more than once was “succeed” from exercise 7.  He can read well, but does not read for pleasure much yet.  I am wondering if he needs to grow more in reading before doing Spelling Wisdom.  He doesn’t have trouble reading the exercises usually, but he did need help reading “succeed” and “poultry” from exercises 7 and 8.  They aren’t words he is familiar with. Any advice?  Thanks so much.