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Thanks Aristodeimos! That ended up solving the multiple Documents prompts, but not the poor performance. Due to an unrelated issue, I ended up with a new MacBook Pro. I figured now would be the best time to test Hero Lab as the OS was freshly installed, and performance was still abysmal. Adding damage or healing took seconds for each button click. Scrolling through gear, spells, or character abilities is slow to the point of unusable.
To my surprise, the Windows version of Hero Lab works especially well in macOS Catalina via wine. Since there are some complexities I haven't figured out yet with wine and 32bit/64bit support in catalina, I ended up using CrossOver by CodeWeavers. They have full support for catalina and Hero Lab installed without issue and runs with the performance I would expect.
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