Michelle Tassinari, told the office's Communications Director, Debra O'Malley, who runs the Massachusetts Elections Division's Twitter account, that she should report Shiva's tweet to Twitter as false information about the election. O'Malley did so, received a notification that Twitter would investigate, and heard nothing further. Approximately a day later, Twitter informed Shiva that he needed to remove those tweets.
...The judge was apparently quite skeptical of Shiva's arguments (and self-representation) and pointed out (correctly) that Twitter removing content by itself is not a 1st Amendment violation since it's a private company. Shiva's argument in response (which I'll discuss below) is that a government official putting pressure on Twitter to take down his speech is the 1st Amendment violation.
...So, then, the question is whether or not O'Malley reporting the tweet to Twitter was a "threat to squelch the free speech of private citizens." And I think there's a pretty strong argument that it was.