Problem: Background: James Harold Doolittle (December 14, 1896 - September 27, 1993) was an American aviation pioneer. A Reserve officer in the United States Army Air Corps, Doolittle was recalled to active duty during World War II. He was awarded the Medal of Honor for personal valor and leadership as commander of the Doolittle Raid, a bold long-range retaliatory air raid on the Japanese main islands, on 18 April 1942, four months after the attack on Pearl Harbor. The attack was a major morale booster for the United States, and Doolittle was celebrated as a hero.
Context: Doolittle married Josephine "Jo" E. Daniels on December 24, 1917. At a dinner celebration after Jimmy Doolittle's first all-instrument flight in 1929, Josephine Doolittle asked her guests to sign her white damask tablecloth. Later, she embroidered the names in black. She continued this tradition, collecting hundreds of signatures from the aviation world. The tablecloth was donated to the Smithsonian Institution. Married for over 70 years, Josephine Doolittle died in 1988, five years before her husband.  The Doolittles had two sons, James Jr., and John. Both became military officers and pilots. James Jr. was an A-26 Invader pilot in the U.S. Army Air Forces during World War II and later a fighter pilot in the U.S. Air Force in the late 1940s through the late 1950s. He committed suicide at the age of thirty-eight in 1958. At the time of his death, James Jr. was a Major and commander of the 524th Fighter-Bomber Squadron, piloting the F-101 Voodoo.  His other son, John P. Doolittle, retired from the Air Force as a Colonel, and his grandson, Colonel James H. Doolittle III, was the vice commander of the Air Force Flight Test Center at Edwards Air Force Base, California.  James H. "Jimmy" Doolittle died at the age of 96 in Pebble Beach, California on September 27, 1993, and is buried at Arlington National Cemetery in Virginia, near Washington, D.C., next to his wife. In his honor at the funeral, there was also a flyover of Miss Mitchell, a lone B-25 Mitchell, and USAF Eighth Air Force bombers from Barksdale Air Force Base, Louisiana. After a brief graveside service, fellow Doolittle Raider Bill Bower began the final tribute on the bugle. When emotion took over, Doolittle's great-grandson, Paul Dean Crane, Jr., played Taps.
Question: Who died first?
Answer: Josephine Doolittle died in 1988, five years before her husband.

Background: Matthew Staton Bomer (born October 11, 1977) is an American actor, producer and director. He made his television debut with Guiding Light in 2001, and gained recognition with his recurring role in the NBC television series Chuck. He played the lead role of con-artist and thief Neal Caffrey in the USA Network series White Collar from 2009 to 2014. Bomer won a Golden Globe Award and received a Primetime Emmy Award nomination for his supporting role as Felix Turner, opposite Mark Ruffalo, in the HBO television film The Normal Heart (2014).
Context: Matthew Staton Bomer was born on October 11, 1977 in Webster Groves, Missouri, to Elizabeth Macy (nee Staton) and John O'Neill Bomer IV, a Dallas Cowboys draft pick. His father, John Bomer, played for the Dallas Cowboys from 1972 to 1974. He has a sister Megan Bomer and a brother Neill Bomer, who is an engineer. Bomer credits his own parents for being understanding when they sensed their young child was a little different from other kids. "I've always had an active imagination," says Bomer. He is a distant cousin to American singer Justin Timberlake, with whom he starred in the movie In Time in 2011. Timberlake and Bomer share common descent from Edward Bomer, who was born in 1690. Bomer's ancestry includes English, as well as Welsh, Scots-Irish, Scottish, Irish, Swiss-German, and German.  In 1995, at age 17, Bomer made his professional stage debut as Young Collector in a production of Tennessee Williams A Streetcar Named Desire (1947) staged by Alley Theatre, a company in the Downtown, Houston, at the Texas. A few years later he returned to the stage in 1998 in a re-presentation of the play Joseph and the Amazing Technicolor Dreamcoat by Andrew Lloyd Webber and Tim Rice in the play he lived Issachar - who was represented at the Utah Shakespeare Festival in Cedar City, Utah. Speaking about his first role in a production, Bomer said:  I started acting professionally when I was 17. I quit the team and did a production of A Streetcar Named Desire at the Alley Theatre in Houston. I used to drive down at the end of the school day, do the show, do my homework during intermission and drive an hour back to Spring to go to school the next day.  He grew up in Spring, Texas, a suburb of Houston, and attended its Klein High School in 1996, where he was a classmate of future actor Lee Pace and actress Lynn Collins. Pace and Bomer both acted at Houston's Alley Theatre, a non-profit theatre company. Bomer was nurtured throughout middle school by a theater arts teacher who taught him to improvise and give life to the characters he had created in his mind. His senior year, Bomer received a scholarship for some of his monologue performances, which led to his acceptance at Carnegie Mellon University in Pittsburgh, Pennsylvania. Where he graduated in 2001, with a Bachelor of Fine Arts degree, along with his friend and also actor Joe Manganiello.
Question: Did any of these lead to a big break in his career?
Answer:
received a scholarship for some of his monologue performances,