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    \$\begingroup\$ Oh, and Welcome to RPG.SE! Take the tour if you haven't already and see the help center or ask us here in the comments (use @ to ping someone) if you need more guidance. Good Luck and Happy Gaming! \$\endgroup\$ Commented Mar 17, 2021 at 21:42
  • \$\begingroup\$ OK, so the higher/lower modifier thing is basically a red herring, and you really do just want to model the "roll Xd20 take highest, add one more die for each crit" mechanic? I just made a fairly bold edit to your question based on that assumption, trying to clarify it as I understood it based on your writing and comment. Please check that I didn't make a mess of your question, and if I did, please either edit the question yourself to fix it or even roll back my edits entirely. (You can do that from the edit history.) And let me know when you've done that so I can vote to reopen. :) \$\endgroup\$ Commented Mar 18, 2021 at 21:08
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    \$\begingroup\$ Your disadvantage mechanic mean that Critical Failures (roll of 1-2) result in a higher net result than a regular low roll/failure (roll of 3). It's unclear how this relates to your resolution mechanic. For the sake of clarity in the question, you might be better off just focusing on modelling the advantage mechanic as you should be able to get clear answers to that. \$\endgroup\$ Commented Mar 19, 2021 at 1:11
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    \$\begingroup\$ What happens when you roll a "critical success" on one die and a "critical failure" on another? For example, if you get 20/1/14 or 1/6/20 ? \$\endgroup\$ Commented Mar 19, 2021 at 9:07