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TL;DR: Get Microsoft Office Pro 2019 + Windows 11 Pro Lifetime Bundle for just $45.97 (MSRP: $428) — the ultimate productivity and security upgrade for one low price.
Starting with builds 26200.5761 (Windows 11 version 25H2 in the Dev Channel) and 26120.5770 (Beta Channel), you can enter an en dash by pressing Win + Minus and an em dash by pressing Win + Shift + ...