Some things of the top off my head to consider, am sure there are many more
Can you do a cost/benefit analysis?
Are profits going to grow by X factor more than what this improved service will cost to produce/include?
Do the sites you are thinking of for this expanded service already exist? If so can you access the server logs to see exactly how often and how much the members areas are accessed by long term members?
Are these personalized sites or cookie cutter sites?
Personalization of the experience may not be the way to go as many enjoy porn of the internet in some part because of the anonymity
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