My first piece of advice here would be to talk first to Disney, and then to an attorney who is familiar with trusts.
Duckfan-in-Chicago said:
The problem is I know someone who gave their child an add on contract, and they still had to clear ROFR ... You have to inflate the value a little to not lose the contract
That's the part I'd check with Disney about. I believe they just automatically waive ROFR, although in your position, their policy could change before you are ready to make the transfer.
and then claim the higher amount.
I'm not sure there is any "claiming" or reporting that's done. There is an exemption from the gift tax (used to be $10,000, not sure what it is now), but I don't know if, or how, that would be reported. It may be one of those things that is not reported, but is explained if it's ever questioned by the IRS.
Does anyone know if
DVC would allow me to get a new contract with my son listed first (at age 1) and me listed second as cosigner to avoid having to do all that. I would just use the points as mine until I decided to give it to my child.
Don't know the answer to that, but an alternative might be a Uniform Gift to Minors Act (UGMA) trust. Trusts are legal "persons," and can own just about any kind of property. Our DVC is actually held by a family trust, as are many others.
You would set the UGMA trust up with you as the trustee, with your son as the beneficiary, and also with contingent trustees and beneficiaries in case something happened to either of you. The trust would hold title to the DVC interest, and as trustee, you would manage the trust until your son turns 18. You can use the trust for any purpose you are not
required to provide your son, and you're clearly not required to provide him with
Disney vacations. You could even rent points if you chose, provided that the proceeds were deposited back into the trust, and eventually used for his benefit. If there were any income to the trust, it would be attributed to your son, and taxed at his tax rate. A lot of people use these trusts to save for college.
One thing you have to understand about UGMA trusts, however, is that they are irrevocable. Once funded by some kind of gift, you can't take it back. Also, when your son reaches legal maturity (18 in most states), the trust automatically transfers to his ownership.