Russia’s power politics, demonstrated through its nationalistic tendencies, have the biggest influence on Estonia’s national security. Russia maintains a capability to influence a quarter of Estonia’s population who speak Russian, most of whom are disenfranchised by the government and are highly susceptible to Russian coercion through modern mainstream media emanating from Moscow. Due to these circumstances, Russia is in a position to cultivate Russian nationalism and influence Russian speakers in Estonia, who can elect leaders that will return Estonia back to Russia’s sphere of influence and undermine the North Atlantic Treaty Organization (NATO) alliance. An alternative view is that Estonia’s NATO membership provides enough security to dissuade Russia from exerting its influence in Estonia. In rebuttal, I offer that Russia’s potential to leverage Estonia’s democratic process to enact laws and policies sympathetic to Russia, renders Estonia’s membership in NATO irrelevant and incapable of mitigating this threat.