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 HERBERT WILLOUGHBY "BILL" BOOTH, JR., 
was proud of his dad’s service in the Army Air 
Corps in World War II, and by the time he 
was in high school he had decided upon a military 
career–indeed, a pilot’s career in the Air 
Force. Wanting the best preparation for this 
career, he planned to attend West Point. 
 
In 1948, Bill graduated from Sarasota High 
School. While waiting for his congressional 
appointment, he spent two years at Virginia 
Military Institute, so Beast Barracks and Plebe 
year were a breeze. As a cadet, he made the 
wrestling team and sang in the Glee Club. His 
proud parents, sister Betsy, and fiancée Nancy 
Penrose cheered at his graduation. 
After earning his wings, Bill saw that the 
Air Force was developing new close-in support 
doctrine using specialized aircraft. He was 
an early volunteer to become a Forward Air 
Control (FAC) pilot. The U-10 aircraft was 
designed for football field-length takeoff and 
landing and very close-in fire direction and 
enemy field analysis. When the Air Force was 
ready to put this doctrine to the test in support 
of ARVN units in Viet Nam, Bill volunteered. 
He knew it was a high-risk assignment, but 
he was determined to be on the cutting edge. 
In fact, volunteering for the tour resulted in a 
deferral of a German attaché assignment Bill 
had earned against stiff competition. On 15 
Oct 1962, Bill piloted his plane into harm’s 
way with an Army captain and a sergeant as 
observers. They took heavy ground fire and went down to instant death.  
It still stuns us to relive the memory of 
Bill’s death. He was one of West Point’s best 
men and the Class of ’54’s second combat 
death. His courage, his hero’s death, and his 
Distinguished Flying Cross inspire us. When 
he passed away, we lost a good friend, good 
husband, good father, and someone who 
would have been a good grandfather. Bill had 
married Nancy Penrose on 21 Aug 1955, and 
his son Herbert was 19 months old, and his 
daughter Victoria was just days old when he 
left for Viet Nam. Now Herb and his wife 
Shelley have a son, Ian, and Vicki and her husband 
Ron have three boys: Bradley, Westley, 
and Riley. This is a full and proud legacy. As 
a youngster, Bill’s son Herbert III, found his 
dad’s camera and started taking pictures for 
fun. His fun led to a full-fledged career as a 
professional photographer. 
 
Words of friendship and respect from four 
of Bill’s companymates: 
 
“Bill was my roommate First Class Year. 
We became good friends, sharing interests in 
music, singing, speaking German, and history. 
I developed great respect and admiration 
for Bill. His maturity and goals made a lasting 
impression on me. He phoned 
in the fall of 1962 to say he was off 
to Viet Nam. We had a good talk. A 
month later, he was dead. I attended 
the funeral and visited with Bill’s 
parents and sister Betsy, telling them 
that I felt honored to have known 
Bill Booth.” 
“I can still recall Bill’s dynamic 
personality, dry humor, and dedication 
to a career of service to his 
country. He was a stalwart believer 
in the plebe system for developing 
future officers. Housed as we were, a 
“runt” company with “flankers” on 
both sides, Bill’s impact on some of 
our neighboring plebes was most colorful, 
to say the least. Remembering 
Bill in his cadet days and knowing 
of the dangerous mission he volunteered 
for makes us all proud to have 
been his classmates.” 
 
“Bill’s years at VMI prepared him 
well for USMA. It was clear that Bill 
was cut out for military life. Being 
“spoony” was routine. Spit-shined 
shoes, polished brass, and constant 
readiness for inspection were his hallmarks. 
Bill was highly disciplined, 
with excellent military bearing. He 
was a credit to West Point and his classmates. We 
all knew he would be an outstanding leader.” 
 
“I remember Bill as a serious, no-nonsense 
individual with his future in the military very 
much in his heart. I got a kick out of his pose of a 
stern and fierce demeanor that could put the fear 
of God in a plebe. I can’t think of anyone in our 
company who could dress down a plebe as effectively 
as Bill. He was a guy who was determined 
to achieve his goals.” 
 
Yes, Bill, your dry wit entertained us. Your 
ideals and career inspired us. Your life goes on 
in the hearts and minds of your classmates and 
your family. 
 
We all sure miss you.
 
  
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