One thing for the past points.... (though risks your boss getting his own points rather than letting you get them if he likes what happens)

1 - Tell your boss you want to set him up a MR account.... do that for him (if he is concerned around his privacy you could use mostly your contact details, but make sure the name is right)
2 - Send in all the 6 months of receipts / hotel stays for that account
3 - Impress your boss by telling him either that he can now stay for X days free on holiday (or give the stays as gifts to anyone he wants - as MR points can be used for anyone, not just for the member). Suggestions could be some form of staff recognition or reward for good service. Alternatively you could use those points for business trips for a day or two rather than paying $ for your stays- showing you're saving his bottom line too :P (Still pay for your room of course for your points )

Just a suggestion, a less scrupulous person might 'forget' to tell their boss if doing something similar and gift themselves the points, however I'd see it as a good 'value add' opportunity for you!