After the Revolutionary War began in 1775, Hale joined a Connecticut militia unit and was elected first lieutenant within five months. His company participated in the Siege of Boston, but Hale remained behind. It has been suggested that he was unsure as to whether he wanted to fight, or possibly that he was hindered because his teaching contract in New London did not expire until several months later, in July 1775. On July 4, 1775, Hale received a letter from his classmate and friend Benjamin Tallmadge, who had gone to Boston to see the siege for himself. He wrote to Hale, "Was I in your condition, I think the more extensive service would be my choice. Our holy Religion, the honor of our God, a glorious country, & a happy constitution is what we have to defend." Tallmadge's letter was so inspiring that, several days later, Hale accepted a commission as first lieutenant in the 7th Connecticut Regiment under Colonel Charles Webb of Stamford.