Timeshares enjoy a predominantly negative reputation online because the the sales model used to sell timeshares makes used car salespeople look good in comparison. With this in mind, I'm not at all surprised that your wife is hearing horror stories. Perhaps she could start by reading this article:
Q: I just bought Wyndham points at the resort. Did I do the right thing? A: This is a question that has been asked, ever since they started selling timeshares in the ’60s. It’s a reasonable questio…
wyndhamexperts.org
There are several other good articles on that same site to quell concerns and to help people best understand how to use the Wyndham timeshare system best.
The vast majority of buyers are in your boat. While TUG universally recommend buying resale- oftentimes retail buyers don't find us until the rescission period has expired - so they are stuck with the retail purchase. Many of us on this site fall into that same bucket. Timeshares, as you surmise, are generally a decent deal especially for those who prefer condo style living while on vacation, with full kitchens and living areas, and separate bedrooms. Once your kids are gone and you two are empty nesters - you'll find new ways to use your timeshare to facilitate family vacations and couples trips or just getaways for the two of you. We started out with VIPG with 718k points and then bought a large resale contract and own a little over 1.4mm points annually and we use all of our points every year with rare exceptions (like during the pandemic). There are spreadsheets out there that you can use to track your expenditures and show your total investment and how your average costs for rooms falls every year over time. Timeshare utility is a long term thing - the longer you own and use it - the more your "per use" cost falls in comparison to equivalent expenditures when using AirBnB or other vacation alternatives.
My recommendation is if you're not comfortable telling anyone - just use it silently. What we've come to find out since 2018 is people are asking us how we go away all of the time since it's so expensive to do so these days. That's when we tell them we are VIP Wyndham owners and love it. They get this look on their face half the time still, but the other half of the time they start asking questions about how we use it and are genuinely interested in learning more. We vacation on average once a month for a weekend getaway (we use our VIP discount window to book these getaways almost 100% of the time), and then we schedule 2-3 family or couples getaways very year for a week or two at a time. This year, on top of our weekend getaways, we've been to Rio Mar in PR for a week and Towers on the Grove for 10 days, and are heading to Bentley Brook for almost a week surrounding Labor Day, another week in PR in November, and then a week in Old Town Alexandria over Christmas. The more you use your timeshare and learn how to best use it, the happier you will be especially over the long term.