I think the current lack of a windows wallet with GUI is a bit of a hinderance for many users that could be considered a weakness.
Maybe, the GUI wallet for Windows will be released at the first anniversary of Grin coin. Theymos did (or did not) likely predict Grin coin destination for its first anniversary. Who knows, if Grin coin can be able to survive till its one year anniversary, and expected Windows GUI wallet released on that day. I think these two things deserve our time to wait for them. They might not happen at the same time, on one year anniversary, and Windows GUI wallet might be released sooner.
Since the inflation rate is so high in the first ~year, I think it will probably go even lower, probably under $1, and I'd expect the price chart of the first year to be a general downward trend.
Aren't there at least 3 GUI wallets now? Idk about Windows. I don't follow it closely as it doesn't affect me.