This paper discusses user involvement in a Living Lab based on the call for research regarding the following challenges: How to select the appropriate users?; How to organize user involvement?; and How to motivate users? We discuss these questions based on empirical experiences from about 100 user involvement activities from the media and health technology application domains of Halmstad Living Lab. We conclude by summarizing our experiences as guidelines addressing these challenges, e.g. User selection criteria specifically derived for each case; Mix between traditional and virtual activities; Facilitate instead of categorize; Acknowledge that motivational factors might differ between users and domain fields.