1st let me say that this is a very interesting discussion and while bringing up good points it is also distracting me from the timer on my ROFR which may be the biggest benefit of these talks.
So let me counter with two points:
- 1st. While my friends and most people my age were putting 5% into their 401K, I was putting in 10-15% as I didn't need the money so best to sock it away, especially since I could have access to it if need be. So I ask both of you would you suggest to that late 20s person many years ago to put less into the 401K over the years, and instead of attempting to get that money working for them, to build up a larger chunk of money in the bank earning almost 0 interest, so they could use later?
Seriously please address this as my financial strategy early on, which this is an extension of, was to build a small to moderate cash cushion, and dump everything else into the 401k, knowing when the time came to make a large purchase, I would either finance depending on the rate or borrow against the 401K provided I felt the expense was worth it.
- 2nd Given I am planning on traveling every year to Disney going forward, and can save and pay cash every year as I did this year; what make the most sense moving forward? From what I have learned, the best way to do this, or the most inadvantageous way to my argument

, would be to rent points every year, which I am not confident of, but will take your word for it. In exchange we will assume I dont use the boards and go through a reliable broker charging $15 a point.
If I buy my 160 points at 81.25 as i have, and self-financed with the interest being paid back to me, including the dues of 3983.88 and assuming a 3% dues growth rate, it will cost me 18,778.68 to pay this off over 5 years. If I just rent the same 160 points it will cost me 2400 a year and at the end of 5 years I will have accumulated 6,995.6 in assets putting the difference into savings earning 2%.
So at the end of 5 years, I can have the property paid for any only be responsible for dues moving forward or have just over ½ the property paid for, and still would need to come up with a little over 6K to buy the property in 5 years. This is also assuming the cost of DVC has NOT gone up in 5 years, which is unlikely. To me option 1 seems much better.
Yes I am taking on risk. If you are risk averse then this is not a good plan for you. I am not risk averse. Given the stability of my employer, no layoffs in the almost 160 year history of the company, the demand for my wifes occupation regardless of employer, the cash cushion we have, and the disability and life insurances we own. I am comfortable with that risk. I am also all for managing the risk through insurance and cash on hand, not just avoiding it.
You may not be comfortable with the risk, but I feel it make the most fiscal sense to me in the long run.