Is it really worth upgrading to pro?
 

Just curious if it's worth spending $20 for this? Is it really that much better than the basic?

Yes and No. Pro is not that much different from Basic. Actually, at first glance, the only diffs are the lack of the that pop-up window at start-up.
But, if you want to keep having LW to dld stuff from, then you gotta support developement. Plus, it connects to more hosts and has some other features (probably) that are more in the "background".