TSGuest2017, as many have posted here the Discovery package is not a bad deal. But I think they are just trying to level set your expectations of converting a temporary Discovery Package VIP status into a permanent VIP status. If you are able to accomplish it, then more power to you.
I will speak for myself, and other here may agree. I love the Wyndham product. I HATE HATE HATE the Wyndham sales team and tactics. But for any timeshare to be available as a resale, someone had to buy it from the Developer in the first place. Not everyone finds TUG before that happens and we have either felt that pain ourselves and learned from it, or at least have some empathy for the ones bought retail. But anyone that is still here on tug, is making Lemonade out of Lemons. Be it either through getting better use out of their timeshare $$ spend, or adding resale purchases and bringing their average cost of purchase down.
In any case I would say if you have to finance a timeshare purchase, you shouldn't be purchasing it. If you can't afford the lump sum (developer or resale) don't buy it. It is not an investment, per say. It is an investment in attempting to ensure you take future vacations. But clearly that does not work in a lot of cases, because there are a lot of timeshare owners who pay MFs but never use their weeks/points. That is shame, but you usually don't find those types here on TUG.
But purchase price, developer or resale, is only part of the cost. Ongoing MFs are going to be what you need to consider long term not short term.
You are also proposing renting, as you yourself have rented from other owners. There are several of use here that do rent, and renting is not always as easy as it appears. You need the right product, right price and you need to find the right customer. As a renter wanting to pickup a week it is easy, you look up a rental site, find the week you want and contract someone. For those that do rent, it is not always so easy. Others can chime in. Competition renting Wyndham weeks is high, there are a lot of rentals to chose from, so you need to do better on price, or get a regular set of clients. Calls and contacts are flaky, some call you back, a lot don't, people change their minds. People don't want to pay the price you are offering and want you to discount it. It is easier to have a solid customer base that comes back and rents from you everytime, but you only have a short window to establish that.
With the changes coming in the next month at Wyndham which we don't exactly know how they have implemented things, some of those previous tactics to get low rental rates may no longer be valid, we don't yet. So you have an unknown you are now projecting into.
So I don't think you are hurting yourself or screwing current owners with a Discovery Package. It is a try it before you buy it. And Wyndham wants it to work well, so people do buy. Do you blame them, it is their job as sales to do that. So try it and enjoy it, and as you said at worst case you would have spent $3K on accommodations anyway. I would love it if you found a new loophole to get a permanent VIP status, but at the costs that Wyndham charges for a permanent VIP, they will make it difficult.
Enjoy.