There’s most certainly an upside to this transit, even though as we all know, Mercury retrograde is usually rather a testing time. Here’s the thing: Mercury retrograde is all about second chances and trips ‘back to the future’. Jupiter is the lucky planet that sees the big picture. To have Mercury ‘reversing’ back over Jupiter can literally translate as a lucky break that leads to a second chance. If there’s a situation that didn’t work out for you, and which you’d love to have made work, then Mercury ‘reversing’ over your Jupiter could be the second chance you’ve been hoping for (although of course you also need to check which House Mercury is ‘reversing’ in).
To get the most out of this time, ask yourself if you feel lucky and, if you don’t, remind yourself you have a second chance to make your own good luck.