He started by finding an offer that resonated with and is relevant to his audience. In his case, his blog was dedicated to teaching people how to use a software called “Sublime Text.” He simply offered a license to the software for the giveaway. By doing this, not only did he increase the chances of success of his giveaway since his incentive was relevant, but he also ensured the quality of subscribers since they were actually people interested in his content. It’s easy to give people an iPad or an iPhone, but how relevant will they be to you at the end of the day?
You can confer some of your site's reputation to another site when your site links to it. Sometimes users can take advantage of this by adding links to their own site in your comment sections or message boards. Or sometimes you might mention a site in a negative way and don't want to confer any of your reputation upon it. For example, imagine that you're writing a blog post on the topic of comment spamming and you want to call out a site that recently comment spammed your blog. You want to warn others of the site, so you include the link to it in your content; however, you certainly don't want to give the site some of your reputation from your link. This would be a good time to use nofollow.
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The first relates to internal link structure. I’ve made the mistake you say you’ve seen so often. I have a primary keyword and have used that keyword in the main navigation, linked to a page optimized for that keyword. But I’ve also got a bunch of contextual links in posts pointing to that page, usually with the keyword in the anchor text. I now understand that those internal links aren’t helping much, at least from an SEO perspective. Am I better to remove that keyword and direct link from the menu and simply link the page from multiple posts and pages within the site. Or will I get better results leaving it in the main menu and changing the contextual links in the posts to point to a related page with a different keyword?
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.