I'm not sure your specific workflow in Lightroom, I admiditly haven't used it since 2008 I suspect. However I'd maybe suggest trying some of the other modern RA

I'm not sure your specific workflow in Lightroom, I admiditly haven't used it since 2008 I suspect. However I'd maybe suggest trying some of the other modern RAW tools, I'm personally been editing with CaptureOne as I got a serial with my Fuji camera. Usually when I want to start getting crazy with masking I'll jump into Photoshop or the likes pretty quick, personally.