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One other thing that likely discourages adoption --To be effective, I really think some work needs to be invested in making CiviMail more accessible on a shared hosting environment. The reality is that a lot of not-for-profits that are looking at CiviCRM need to be able to implement the broadcast email functionality, and due to limited budgets (and limited server needs), are using shared hosting.-Brian
...I don't think the Civi website and presentation of the project is as effective as it could be in really communicating WHO could and should be using the software. Again, coming from a member-based organization background, I think this is your key niche that salesforce, vtiger, and other CRMs just don't have the structure to address, and thus is the market you need to communicate to.
I've implemented CiviCRM on six member-based not-for-profits, and have two more projects in the works, with a couple more in the pipeline.
If organizing a usability test is too big of a project right now, an alternative might be to post a quick user survey somewhere on the site or forum that focuses on problem interactions. For example, the survey could have the question, "What part of CiviCRM are you having difficulty with right now?"