On June 28, 1810 Judson and others presented themselves to the Congregationalists for missionary service in the East. He met Ann that same day and fell in love. After knowing Ann Hasseltine for one month he declared his intention to become a suitor, and wrote to her father the following letter:
I have now to ask, whether you can consent to part with your daughter early next spring, to see her no more in this world; whether you can consent to her departure, and her subjection to the hardships and sufferings of missionary life; whether you can consent to her exposure to the dangers of the ocean, to the fatal influence of the southern climate of India; to every kind of want and distress; to degradation, insult, persecution, and perhaps a violent death. Can you consent to all this, for the sake of him who lift his heavenly home, and died for her and for you; for the sake of perishing, immortal souls; for the sake of Zion, and the glory of God? Can you consent to all this, in hope of soon meeting your daughter in the world of glory, with the crown of righteous, brightened with the acclamations of praise which shall redound to her Savior from heathens saved, through her means, from eternal woe and despair?
Her father, amazingly, said she could make up her own mind. She wrote to her friend Lydia Kimball:
I feel willing, and expect, if nothing in Providence prevents, to spend my days in this world in heathen lands. Yes, Lydia, I have about, come to the determination to give up all my comforts and enjoyments here, sacrifice my affection to relatives and friends, and go where God, in his Providence, shall see fit to place me.