This study shows that the beneficial impact of adolescents’ involvement in civil society on their civic identity cannot be taken for granted. Employing the case of the Czech Republic, it is shown that this effect has vanished since early postcommunism to the present day. Survey data from two different generations of Czech middle adolescents were analyzed: the postcommunist generation (collected in 1995; n = 1,127) and the current generation (collected in 2010; n = 976). While participants’ associational involvement and volunteering predicted their stronger civic identity (i.e., psychological connection and sense of responsibility to fellow citizens) in 1995, no such effect was observed in 2010. Simultaneously, both associational involvement and volunteering were determined by the economic situation of adolescents’ family in 2010, but not in 1995. The most likely reason for the vanishing impact of civic involvement is the advancing professionalization of civil society.