No way he could undercut the retails price if the shares is new. You should pay attention to how old is the shares.
A 1 month old shares should have different price than 1 day old shares.
I don't know whether his system could track transferred shares. But I guess they could work like FIFO or LIFO. Something like this could be easy to implement since in his database he has all records of shares where it comes from.
I've ROI'd 2 weeks ago on my 13,5MH/s already owned.
I hope this is a gamble worth taking. Share multiplication (more something like x 1.35) is planned for the fifth which would be 8 day's from now.
Math= 13.5 + 15 = 28.5MH/s (mindblowing ) and on some calculator this means I should be getting some 5.321 LTC per week meaning I am out of the red in about 3,5 weeks.
Considering the multiplication that would mean 28.5 (let's be conservative) x 1.3 = 37.05 MH/s which would get me 6.91LTC a week.
2 weeks with the "old" number of 28.5MH/s yields about 10.6 LTC, and then 1 week 6.91 LTC is something around 18 LTC so almost ROI.
Damn this smells like Ponzi.
Sorry but your plan is too optimistic I must say. The next multi could be much less than 1.3, not to mention that because of the increased hashrate, you need to consider the rising diff of LTC as well. I doubt that you could earn the same 6.91LTC in the next few week.