I really wanted the Sigma 50mm f/1.4 DG DN Art to be the one for my own C series, but unfortunately, the ergonomics are just terrible. I had issues with it being way too front-heavy for handheld shooting, which basically ruins the whole point of having a compact body. It is a shame because the optics are decent, but the physical size makes it a chore to use for more than twenty minutes without a grip extension. As for the Sony FE 85mm f/1.8, I found it wasnt as good as expected for those high-end headshots you're after. While the weight is definitely right, the background blur gets a bit nervous and busy in high-contrast situations. I was also pretty disappointed by the purple fringing I saw on my last outdoor family shoot... it took way too much time to fix in post. If you are strictly keeping it under $1000, you might want to check out the Samyang AF 85mm f/1.4 FE II. I was skeptical at first, but it actually gives a much creamier look than the Sony 85mm and stays within budget. Another solid path is the Sigma 85mm f/1.4 DG DN Art if you can find a good sale, tho it's still a bit chunky. Basically, the Sony 1.8 is the smart choice for size, but I think you will be let down by the bokeh quality if you are chasing that specific professional look.