I see her taking time off for 1-2 years max. Nearly 20 years ago, I first heard her say that she feels like abandoning her guitar and her books before...can't recall where though...
I remember when she released GAIW, we all thought she was leaving as well. I think that she's successful enough that she could stop touring all together, but I think deep down she'll still miss it. We will probably see a few impromptu performances around the Nashville area during this gap (guest appearances, fundraising events for the Linden Waldorf school, etc.).
I think that she could go wherever she wants at this point. It looks like she has room in her home that she could use to do streaming concerts if she wanted to (I've seen someone mention them here). A monthly concert that people could stream/buy afterwards would be nice, although I think she needs the live audience feedback (laughter/applause) for better performances.
I thought that Josh Rouse (or maybe Josh Ritter?) had a subscription fan club a few years ago that I think Jewel could pull off. Save your grumbling and let me explain, because I know Jewel/her team has bungled this multiple times in the past. I really wish I could find the one that I had found a few years ago because then you could see it (archive.org isn't helping me find it, so it might have been a different artist). Anyway, they had ~10-20 live shows on the website that you could download for a subscription of ~$5-10/month. Each month a new show would be posted (building the catalog, not replacing an old show). Jewel has such an extensive back catalog that I think she could pull this off for sure.
(Side note: googling Josh Rouse and Jewel brought
this up...was the dig really necessary?
)
Anyway, it wasn't exclusively shows either, sometimes it would be b-sides/studio demos that were never released. Jewel has enough that she has released (on Unedited, EDA Exclusive, EDA Inclusive, etc) that she could start her subscription catalog with that stuff, then add something new each month. I think she might have a challenge with Atlantic Records, but I'm not really sure. It would be nice if they had a poll for subscribers to vote on what to be added each month, too (from a pre-selected list, since her team would be more familiar with rights to audio, etc.).