I've mentioned this before. I may be recalling wrong but I thought my first TiW card was about $50, years back. I thought that was a great deal and I was venturing to WDW quite a bit. Then it went up to $75 and it was less of a deal I thought it'd still be worth it. At $100 I was thinking that was pretty much it for TiW.
The problem is that you're buying in to save. It's not like a normal coupon. You have to give $150 in hopes that you'll:
1) make that $150 back, which could take several trips.
2) make a significantly larger amount than the cost of TiW. Think about it: It's kind of stupid to pay $150 to, somewhere months down the road, save $5-10. What we're all looking for in something like this is a reasonable ROI and at $150 you're probably not going to get it.
#2 above is offset by the overall higher dining prices. The problem is that now you're paying $150 for TiW to buy not-so-great, stupidly expensive food. Meaning, I suppose on a spreadsheet you could show where your $150 investment in TiW paid off but you're buying $50 waffles. You're paying money to lose money on an overpriced, sub-standard product.
So for me, no more TiW but I think my days at WDW are pretty much done, anyway - which I never thought would happen. My AP expires 3 months and I have no plans to head back.
That's pretty much what has happened to me, and it is sad. I really enjoy being at WDW, but I have not been able to afford or justify going in three years now. I went to DL for the Expo last August, but that is it. I used to get an AP and TiW, and think I had a bargain -- and I did at $50 and $75 sharing my discount with my family (my aunt and cousins would come with us, making a pretty big party).
Then, prices crept up on everything... MUCH more than inflation or wages, and for 10 years straight.
At one point they started adding a non-negotiable 18% gratuity onto the TiW party bills, even on the buffets (where you got your food yourself), which nearly negated the 20% discount right off the bat. (Yes, I know a tip would still be due, and may be that much, but usually not for a buffet -- and it should be able to be split among the party.) Then they started being required (which they had not done previously) that everyone in the party (at my table) be on one check in order to honor the "discount." So, if family had gift cards or debit cards they could not participate in the bill or pay me back (because you cannot exchange them for cash at the restaurant). So, that meant, for my extended family to benefit from the discount as they had done regularly, we would now have to present me with a whopping bill and either pay it all myself and work something out later with them (like them pay next time), or have some combination of payments on their cards that would be complicated. Let me tell you how that went over for customer service, when the TiW card clearly stated that the benefit could extend to up to 10 people in your party. There was no reasonable reason why they could not separate the check and offer the discount to every party member at my table. Period.
And with the incredibly increased prices, this now meant that I needed to be prepared to charge or pay about 10 x $40 = $400 for buffets or even $500 or more for the Hoop De Doo or nicer meals. Maybe you can afford to put one of those on your credit or debit card, but how about every meal for a whole vacation? In addition, probably, to your tickets and hotel bill. It made sense when the server could look at my card and honor it for the whole table on split checks. But all on one check, with some paying by gift card and others paying by debit, was an unnecessary mess -- and bad customer service.
It made the allure of a discount (which probably encouraged more people to come and come more often) just go out the window.
If is just a part of the whole crazy increase in prices while the economy and our wages stayed stagnant, that has caused us all just to really find no reason now to return with everyone.
The only time I see myself coming back anytime soon will possibly be for the D23 Adventureland expo in November with Tony Baxter and Joe Rhode and others, and then only by myself and helped by the discounted tickets and rooms that can be purchased with the expo.
The whole thing otherwise has gotten completely out of hand and has lost sight of customer service that inspires loyalty.