When would this be useful? If your site has a blog with public commenting turned on, links within those comments could pass your reputation to pages that you may not be comfortable vouching for. Blog comment areas on pages are highly susceptible to comment spam. Nofollowing these user-added links ensures that you're not giving your page's hard-earned reputation to a spammy site.
Lastly, it's important to remember that paralysis by over-thinking is a real issue some struggle with. There's no pill for it (yet). Predicting perfection is a fool's errand. Get as close as you can within a reasonable timeframe, and prepare for future iteration. If you're traveling through your plan and determine a soft spot at any time, simply pivot. It's many hours of upfront work to get your strategy built, but it's not too hard to tweak as you go.
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