I agree that this person will save his or herself a lot of headache by only buying other deeds or contracts with the same use year. Because the 105,000 points they now have isn't that many if their use year isn't already January 1 I would probably look to buy something that is January 1 and get the use year alignment over. Wyndham's ideal scenario/goal? is for everyone to have a January 1 use year. The fewer points/contracts you have when they realign your use year seems to make it less complicated and easier to understand too.
Many people prefer to have a mix of deeded points and CWA points because it covers all the bases. Not every resort is in CWA and some have very limited inventory in CWA. However I agree with Sandy VDH until you become familiar the Wyndham system you may be better off to sticking to just CWA for the time being. It helps to have a good grasp of things like the booking windows, how the two different types of points work for making ARP Advance Reservation Priorty, reservations and whether or not you will even need or actually use the ARP.
It is very important to know what your needs are and buy accordingly. It also helps to be familiar with the typical availability at the resorts you would most frequently be staying at. For us owning at resorts that give us lower maintenance fees is my priority because in 18 years of owning I have never once booked an ARP reservation at any of the resorts we have ever owned at. In addition to the resorts we currently own at we have owned at Cypress Palms, Canterbury and Ocean Boulevard so a total of 7 resorts. But, and this but is important, we didn't need the 3 and 4 bedroom units, we weren't tied to the school schedule or needing to use a very limited number of vacation days that we had to have weeks like Thanksgiving, Christmas, Easter, 4th of July weeks and we had some flexibility in being able to schedule our vacation time.
That doesn't mean we never got any stays during those peak weeks because we did, We only needed a one or two bedroom units and I found the stays within 60 days or less of the check in dates. We've stayed in a one bedroom deluxe at Old Town Alexandria, DC/Virginia, over the 4th of July. Another time a one bedroom deluxe La Cascada in San Antonio checking in on Easter Sunday. Just last year we had a two bedroom deluxe at Bonnet Creek in Orlando over the week leading into Easter and a few days after. We've stayed at Ocean Walk in Daytona over Thanksgiving several times. However except for San Antonio we weren't booking flights or rental cars for any of those other stays either. A few times I've booked our flights to Las Vegas without having our stays at Grand Desert booked. I've never not been able to find the stays I needed at that resort and depending on whether we were by ourselves or had other people with us was able to book a one or two bedroom deluxe. However that isn't something I would do at just any resort that I wasn't familiar with the typical availability at.