Win-win-win. The advertiser wins because they only pay when a purchase is made (as opposed to the shotgun approach of paying to advertise to the masses and waiting for a small percentage to actually buy). The affiliate wins because they make money while providing helpful advice. The customer wins because they get a trusted recommendation for something they might not otherwise have known about.

Promote products that are stepping stones to products you will create in the future. This is a bit more advanced, but is a great way to think ahead. Amy Porterfield suggests thinking about the first thing your followers will need in order to get started with what you provide. For example, I teach people how to blog, so the first thing they need to start a blog is hosting. That’s why I am an affiliate for hosting.
First of all - The 30-Day Challenge. This is a completely free 30-day course we put together over at MonetizePros. The goal of it is to teach you all of the critical skills in internet marketing while getting you to your first dollars in the first month as well as giving you a long-term road map to building out the business to something more serious.
This, is most likely one of the absolutely best courses on building amazon affiliate sites. Trust me, the explanations are extremely in-depth and understandable, I never had any experience in this field but I learned everything with ease and got to work right away thanks to the instructor’s very broad understanding of SEO. This is easily one of the top affiliate marketing courses and I realy thank the instructor for putting together such an amazing course, and sharing it with other people. If you want an A-Z explanation of amazon affiliate marketing, you will not be dissapointed by this course! – Beleuta Teodor
Outbrain is not necessarily the network of choice, it was just an example. As for tracking the ROI usually you'll want to track campaigns in Google analytics and track clicks on affiliate links as event and average value/email or you'll want to duplicate the post and run paid traffic to the duplicate so you know exactly what the conversions are as you can put them in separate email lists etc too.
I, too, have always looked at ClickBank as a secondary and even tertiary monetization source. But it can be a great sources of revenue. I linked one of my articles to a related product on CB, and without really doing promotion or anything unusual, I get a few sales a week. Mind you, the keyword(s) for the post aren't that huge either. So, even though the traffic not huge on that post, it still manages to get some sales.

In 1994, Tobin launched a beta version of PC Flowers & Gifts on the Internet in cooperation with IBM, who owned half of Prodigy.[6] By 1995 PC Flowers & Gifts had launched a commercial version of the website and had 2,600 affiliate marketing partners on the World Wide Web. Tobin applied for a patent on tracking and affiliate marketing on January 22, 1996, and was issued U.S. Patent number 6,141,666 on Oct 31, 2000. Tobin also received Japanese Patent number 4021941 on Oct 5, 2007, and U.S. Patent number 7,505,913 on Mar 17, 2009, for affiliate marketing and tracking.[7] In July 1998 PC Flowers and Gifts merged with Fingerhut and Federated Department Stores.[8]
When promoting affiliate offers, just make sure you are fully aware of all the terms and conditions attached to your affiliate program. Some programs can be strict about how they allow you to promote their products. For example, some may limit you to banner ads and links only, while others will allow you to use paid advertising, but won't allow email marketing. 
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