Inference from Web surveys may be affected by non-random selection of Web survey participants. One approach to reduce selection bias is to use propensity scores and a parallel phone survey. This approach uses demographic and additional so-called Webographic or lifestyle variables to balance observed differences between Web survey respondents and phone survey respondents. Here we investigate some of the Webographic questions used by Harris Interactive, a commercial company specializing in Web surveys. Our Webographic questions include choice of activities such as reading, sports and traveling and perceptions about what would constitute a violation of privacy. We use data from an existing probability sample of respondents over 40 who are interviewed over the phone, and a corresponding sample of respondents interviewed over the Web. We find that Webographic questions differentiate between on and offline populations differently than demographic questions. In general, propensity score adjustment of variables in the Web survey works quite well for a number of variables of interest (including home ownership and labor force participation). For two outcomes, (having emotional problems and often experiencing pain) the process of adjusting for demographic variables leads to the discovery of an instance of Simpson’s paradox, implying a differential mode effect or differential selection. We interpret this mainly as the result of a mode effect, where sensitive questions are more likely to receive a positive response over the Internet than over the phone.