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My goal is to rank for the top 20 cities in the US for each niche (not pizza btw). My original plan was to upload the top 10 cities for each state now, maybe 10 a day, then build links for only the top 20 landing pages.
Today, I realized, since my primary goal is to rank for the top 20 cities, it would be better off for me to only upload the pages for the top 20 cities first, build links, once they are ranked where I want them to be ranked, I slowly upload the other pages
My reasoning being: more pages you have, less link juice each individual page will receive, so if you cut down on the pages on the site (maybe stick an no-index on the less pertinent pages), more juice will go toward your main keyword pages.
Although, I structured my site so that more internal links will go towards the top 20 pages, so maybe I should just upload the other cities now?
Not knowing much about your specific industry, I'd wager that you'd be better off developing in-depth content for a single region or city first, and apply the knowledge you'll have gained to replicate your success in additional markets later on.
Landing pages, link structures, and other optimization techniques won't get you a lot of leverage unless you first get a substantial number of eyeballs. Content = King