Sightlines data points to a very dynamic trend between generations regarding friend support available to an individual. While younger generations (25 to even 54) in 2012 compared to 1999 have shown an increase in friend support, those older than 54 have seen a decline. The same goes for interactions with friends. Yet in the modern day, it is important to note that quantity of friendship interactions does not equal quality. Does communication mediated by technology count the same way as face to face? Are those older than 54 more satisfied with higher quality encounters? Here we present our findings and related news to spark some dialogue.