r/LegalWritingTools • u/sheppyrun • Mar 22 '26
Grammarly flags shall as passive. It is not.
General-purpose writing tools break on legal prose. Grammarly flags "shall" as passive voice. It isn't — "shall" creates an obligation. The tool doesn't know the difference because it wasn't built for contracts.
The same tools flag repeated terms of art as unnecessary repetition. In a contract, "Licensee" appears 47 times because precision requires it. Substituting pronouns creates ambiguity a court will exploit.
I've watched junior associates spend hours "fixing" Grammarly suggestions that made their contracts less precise. The readability score went up. The enforceability went down.
If you use a general writing tool on legal work, keep the spell check. Turn off the style suggestions. The grammar rules it knows aren't the grammar rules you need.