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In 1910, the Census listed him as retired. He
worked at as a guard at the county jail in 1920
and 1921. His 1920 Census entry lists him as
a manager of a ranch, and elsewhere he was
identified as managing the Manitou Springs Cliff
Dwellings just outside of Colorado Springs. The
replica Puebloan dwellings were opened to the
public in 1907 as a tourist attraction. In 1930, he
and Emma were living with their daughter Vida.
He died on July 12, 1930, and is buried in the
Crystal Valley Cemetery, in Manitou Springs.
Theodore Roosevelt Visits Colorado:
Brig Pemberton in the included documentations
states that “Gregory had met Teddy Roosevelt
when Teddy came to Colorado to hunt bears in
1900.” Theodore Roosevelt traveled to Colorado
campaigning and hunting several times in the
early 1900s while Gregory was working in law
enforcement. During his Whistlestop Tour during
the campaign in 1900 Roosevelt came through
Colorado on September 25 to 27 and made visits
to twenty-five communities. Some of the stops
were beset by hostile adversaries such as when
he physically assaulted by supporters of William
Jennings Bryan at his stop in Victor.
The following year, vice president elect
Roosevelt visited Colorado multiple times,
including for a five week cougar hunt guided
by Peter Goff and his hounds in January. In
“With the Cougar Hounds,” Roosevelt noted
his companions were Philip B. Stewart and Dr.
Gerald Webb of Colorado Springs. During the
hunt, Roosevelt killed several cougars using his
hunting knife, including a world record cougar
by stabbing it in the heart after it had been
pinned by the hounds. Roosevelt was sworn in
as vice president on March 4, 1901. He visited
Colorado again that August. President McKinley
was fatally wounded at the Pan-American
Exposition in Buffalo, New York, September 6,
1901, leading to Roosevelt being sworn in as
the 26th President. The Republicans expanded
their control after the 1902 elections, and in
1904 Roosevelt and the Republican successfully
won in Colorado. He went on a three-week long
bear hunt in Colorado in 1905, and visited again
in following years, including in 1910 following
his famous African safari. During this visit, the
members of the Colorado Sheriff’s Association
formed his guard of honor in Denver. Naturally,
Roosevelt made subsequent visits to the state
during various trips to the West, including
while campaigning in 1912 as the Progressive
Candidate, and he remained connected with
many of his former Rough Riders from the state
for many years.
CONDITION: Exceptionally fine with bright
original gold in the protected areas, 90% original
silver with attractive aged patina, smooth gray
patina on the balance, crisp engraving and
inscription, and generally fairly mild overall wear.
The grips are also fine and have crisp carving
on the right, some small flakes, and generally
minor wear. Mechanically excellent. The holster
rig is also fine and has mild wear including some
crinkling and minor flaking of the leather and
attractive aged patina on the silver. The badge is
also fine with aged patina and minor wear. This
is a fascinating revolver with quite the tale! A
New York Engraved Colt Single Action Army with
gold and silver plating inscribed on the butt
with the initials of a western lawman is always
going to be desirable, but the same revolver
with family attribution as a gift from President
Theodore Roosevelt and its holster rig is truly
something special.
Provenance: James R. Gregory; Vera Marie
Gregory; The Kenneth Fallis Collection; The
Don Fallis Collection; The Lang Spraggins
Collection; The Jack Slaughter Collection;
Property of a Gentleman; The Jack Slaughter
Collection; The Les Quick Collection; The Brig
& Louise Pemberton Collection.
Estimate: 50,000 - 80,000














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