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I've just started a job as a news writer at FiveThirtyEight (author archive here), I'm really looking forward to this, and I'd love for folks to think of me as a possibly-summonable research person. If you have a question/dataset/etc related to American news, send me an email (leahDOTlibrescoATgmailDOTcom) and I may wind up researching it and covering it.
Due to the repeated exposure effect in marketing, it might be a good idea to follow up on John Oliver pieces (or other popular pieces that are potentially high leverage) with easily shareable via social networks infographics. Examples: Civil Asset Forfeiture, Criminal Justice Reform, Municipal Violations, etc. The nice things about topics like these is that they have some headline stats that are inflammatory and attention getting. Like how badly the US is doing relative to insert developing country or how many people are getting screwed over. This should align with 538's incentives since creating these while the iron is still hot makes them more shareable.