Finally got chance to test this trope properly with a custom arrow! Might try it later with some modern rope for comparison.
Huge thanks to Jim @chokecherryforge for making this!
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0:00 About the Grappling Arrow
2:37 Range Test & Troubleshooting
5:08 Adding the Rope
9:01 Physics Interlude
9:40 Tree Tests
11:47 Moment of Truth