You can almost do that now. A few years ago we finished off a west coast trip by going from Depoe Bay to Running Y to South Shore and then to Las Vegas. All of those are easy one day segments. Last month we went from Las Vegas to Pinetop and then to Taos, New Mexico, also easy one day segments. For a coast to coast trip Santa Fe would be a better stopping point than Taos. The WorldMark Santa Fe resort opens in November.
There are other alternates to get from the west coast to east of the Rocky Mountains, such as San Francisco to Reno to Wolf Creek to Estes Park, and then south to Santa Fe. A new resort in Moab would add another route.
From Santa Fe the next stretch would be a long days drive, but it is doable. 705 miles to Grand Lake, Oklahoma. From there you go to Lake of the Ozarks, only 225 miles from Grand Lake. Next you would need to book the Wyndham affiliate resorts that WorldMark owners have access to. 485 miles to Nashville, and then another 210 miles to Wyndham Smoky Mountain in Sevierville, Tennesee, and finally 470 to Williamsburg. Coast to coast, all at WorldMark or Wyndham affiliate resorts.
An alternate from Santa Fe is to go southeast to the new WorldMark resort that will be opening in New Braunfels, TX this November. That would be a real long day, it's 850 miles. I'd stay overnight in a motel and break that into two days travel. Continuing on from there it's 530 miles to New Orleans. Then you have another long day, 640 miles to Orlando. Again, coast to coast, this time strictly with WorldMark resorts and perhaps one overnight in a motel.