Henry Connelly, the communications director for the House speaker, Nancy Pelosi, can relate to the cinematic tale of a farmer discovering his “Field of Dreams” in an Iowa cornfield.

The girl of his dreams, Samantha Warren, was born and raised in the thick of an Illinois cornfield. Their love story, though, was set in Washington.

“He inspires me,” said Ms. Warren, the chief of staff for Representative Bill Foster, Democrat of Illinois. “Henry’s successful but modest, and is so generous with his time and his talents where both me and his friends are concerned. And he comes from the most wonderful family.”

After graduating from Yale in 2009, Mr. Connelly, 34, was hired as an organizer on a campaign for the 2011 special election for a Los Angeles-area congressional seat, which was won by Janice Hahn. She then hired Mr. Connelly to work in her Washington office.

“When you win a special election like that, you get thrown right…

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