For years, many network theorists have argued that connecting (previously unacquainted) people in one’s social network comes at a structural disadvantage to ego: connecting closes holes in the social structure, which may lead to the emergence of dense and cohesive/homogenous networks around ego, often associated with increased informational redundancy, reduced access to novel information, and a loss of control benefits. Instead of connecting, network theorists and business strategists often advise to network, which I define here as the building and developing of new ties by ego. Networking not only expands ego’s network; it may also diversify it if the new contact is non-redundant. Unlike connecting, which closes structural holes around ego, networking can lead to the creation of new structural holes, resulting in immediate brokerage benefits. Here, I advance a social psychological critique of this structural de-emphasis of connecting in network theory, by suggesting that the structural payoff difference which networking might provide (compared to connecting) is offset by the social psychological rewards which connecting might provide (compared to networking): unlike networking, perceived by many as instrumentally motivated and strategic behavior which is solely carried out for personal gain and professional advancement, connecting might be seen as more authentic, cooperative, and communal behavior – a signal of generosity and altruism – resulting in the rewarding of higher social status. I propose that the social psychological rewards of connecting are causally linked to downstream structural benefits: connectors, due to being seen in a more positive light, will experience higher levels of direct, as well as indirect reciprocation by alters and social observers. My main thesis, called “The Connector’s Paradox”, states that there is a hidden structural value in connecting/closing social structures: the withholding of immediate structural rewards by the connector comes to be associated with social psychological rewards which in turn might mediate the mid-to long-term structural payoffs which connectors will accrue. Paradoxically, the closing of local social structures might – over time – lead to their very opening: connecting triggers more future network exchanges than networking, resulting in the potential expansion, and diversification of connectors’ social networks, ceteris paribus. As such, the Connector’s Paradox might not only be a social mechanism through which cooperation in networks (i.e., connecting) becomes sustainable, and, ultimately, rational; it might also be key to understanding how social psychological and structural processes in networks dynamically interrelate.