Can a Wholesale Customer take advantage of the 90-day upgrade move more than one time? 

No. A wholesale customer can only use the 90-day upgrade move one time. Their enroller will receive a 14-day sponsor move first as they enroll and again if they upgrade to a Wellness Advocate account after having a Wholesale Customer account for 90 days or more. If they subsequently convert their account back to a Wholesale Customer account and upgrade again to a Wellness Advocate account, their enroller will not receive another sponsor move.