Typing on mobile devices is a common and complex task. The act of typing itself thereby encodes rich information, such as the typing method, the context it is performed in, and individual traits of the person typing. Researchers are increasingly using a selection or combination of experience sampling and passive sensing methods in real-world settings to examine typing behaviours. However, there is limited understanding of the efects these methods have on measures of input speed, typing behaviours, compliance, perceived trust and privacy. In this paper, we investigate the tradeofs of everyday data collection methods. We contribute empirical results from a four-week feld study (N26). Here, participants contributed by transcribing, composing, passively having sentences analyzed and refecting on their contributions. We present a tradeof analysis of these data collection methods, discuss their impact on text-entry applications, and contribute a fexible research platform for in the wild text-entry studies.