Trimming is always worse than I expect, and I only ever have between 1-4 plants to do at once!
Have never had to sharpen my scissors, but then I use shears for any branches larger than a quarter inch thick, and both tools are high carbon steel so maybe worth an upgrade? They didn't cost a lot.
Also I recommend an alcohol bath and rag for intermittent cleaning of tools during the trim, and 100% definitely wear gloves! I hate having to clean even a small amount of resin off my fingers when decanting jars etc, the amount from a large trim would drive me insane!