You are here
Home > Community > Jr. Cypress Cattle Drive & Rodeo remembers the past, honors the present

Jr. Cypress Cattle Drive & Rodeo remembers the past, honors the present

BIG CYPRESS — The Seminole Tribe has a long line of cattlemen and cattlewomen in its history. And there are still families in the Tribe who are involved in the industry (which originated on the Brighton Reservation). Cattle operations are still one of the enterprises of the Seminole Tribe of Florida Inc. to this day.

President Mitchell Cypress speaks about the two honorary trail bosses. (Photo Damon Scott)

At the 23rd annual Junior Cypress Cattle Drive & Rodeo in Big Cypress on March 16 Tribal members honored and remembered those involved in cattle operations past and present.

Cattle drive

On a calm and warm Big Cypress morning, Councilman Mondo Tiger and others waited next to a pen of about 12 young and restless cows for the horses and dogs to arrive so the cattle drive could begin – the first event in a day full of action.

The pen was set up about two miles west of the turn off to the Billie Swamp Safari where registrations took place, t-shirts were handed out and people gathered early to prepare for the day.

The cows were soon released for an approximately six-mile journey to the Junior Cypress Rodeo Arena, flanked not only by the cattle drivers, but Tribal members on ATVs and in other vehicles, as well as police and emergency services and a Billie Swamp Safari buggy with a full load.

Honorary trail boss

Miss Florida Seminole Cheyenne Kippenberger and Moses “Bigg Shot” Jumper Jr. gather at the rest stop during the cattle drive. (Photo Damon Scott)

The cattle drive took place to honor two trail bosses – the Rev. Frank J. Billie – who passed away in 2008 at 96 – and Joe “Benji” Osceola. Both are members of Wind Clan.

At a stop off point on the way to the arena, families and friends gathered under a tent while the horses and cattle rested and got some water.

Moses “Bigg Shot” Jumper Jr. presided over a ceremony during the rest stop.

The Tribal leaders spoke and they were joined by Miss Florida Seminole Cheyenne Kippenberger and Jr. Miss Florida Seminole Clarice DeMayo.

President Mitchell Cypress reminded attendees that it was Billie who helped originally organize the Tribe and its Constitution. He was also the Tribe’s first president and later a pastor at the Big Cypress New Testament Church.

“He was a good man – respected and admired,” President Cypress said. “He paved the way for us to be here today.”

Big Cypress Councilman Mondo Tiger speaks about the two honorary trail bosses. (Photo Damon Scott)

Councilman Tiger, himself a cattleman, said Billie was someone who he was raised around and who taught him how to ride horses.

“We are missing a good legend,” Councilman Tiger said. “And I miss him really bad.”

One of Billie’s granddaughters – Claudia Doctor – recalled her grandfather as a generous man who would donate a cow to an area church every year for Christmas. She said he was also outspoken.

“He acted on what his beliefs were, what his ideals were. Maybe you didn’t like him, but they elected him and he was true to his word,” Doctor said. “He would get things done and you knew where you stood with him.”

Another of Billie’s granddaughters – Betty King – said she was grateful for her grandfather and it was good to remember the Tribe’s elders and honor them.

Both remembered that unlike many cattle owners who would round up their herd in a more traditional way, Billie was known for honking the horn on his Jeep while keeping feed in the back.

“The cows knew to gather around when he did this,” King said chuckling.

Paul Bowers, left, and Andre Jumper work March 16 during the beginning of the Jr. Cypress Cattle Drive from west of Billie Swamp Safari to the Junior Cypress Arena. (Photo Damon Scott)

Tribal sovereignty

Big Cypress Board Rep. Joe Frank, said Billie was one of the “grandfathers” who started the Tribe and who was always “pushing for sovereignty.”

“It’s something that we need to keep going and something that we can’t take for granted,” Rep. Frank said, noting that the tent they were in was on one of Billie’s former pastures.

“Most of the elders knew that for true sovereignty you have to be able to feed yourself, you have to be able to feed your people. With the cattle program we became organized and they knew we had to feed ourselves,” he said.

Rep. Frank said the Seminole Tribe is one of the few that grows enough protein to feed its own people, if necessary.

“We have to keep growing more food. Ultimately with the way things are going and the loss of acreage to agriculture all around the world, we have to grow to produce enough here to feed our citizens and I’m hoping that our youngsters take that to heart,” he said.

‘Hardest working man’

Joe ‘Benji’ Osceola listens during a ceremony at the cattle drive. (Photo Damon Scott)

Longtime Seminole cattleman and owner Joe “Benji” Osceola sat in the audience with several members of his family.

Paying tribute to him was his daughter, Janet Osceola, and his niece, Geraldine Osceola.

“I thank him and my mother every day for adopting me when I was three months old,” Janet Osceola said. “I am who I am today because of my father and my mother. My dad is the hardest working man I know. He cares about his family; he’s there for his family. It’s a blessing to know that he’s being honored this year as the honorary cattleman.”

Geraldine Osceola remembered fondly growing up with her “Uncle Joe” with lots of early mornings and cooking duties.

“For as long as I can remember he’s done cattle,” she said. “He’s rode horses and never missed an event when it came to cows. Looking back, those were the best days of our lives.”

Other Tribal leaders recognized Osceola. Rep. Frank said he is one of the mainstays of the Tribe’s cattle program.

“I always look up to him for his advice,” Rep. Frank said. “I don’t always like to hear what he has to say, but he tells it like it is.”

Action-packed day

After dignitaries and family members spoke, the second half of the cattle drive commenced.

Before the cattle made it to their final stop at the arena, an Eastern Indian Rodeo Association kids rodeo was beginning. The professionals started later and went on through the evening.

For those who had worked up an appetite, a barbecue dinner was offered.

The cattle drive gets close to the end at the rodeo arena. (Photo Damon Scott)
Jr. Miss Florida Seminole Clarice DeMayo rode one of the horses during the cattle drive. (Photo Damon Scott)
Janet Osceola speaks at the Jr. Cypress Cattle Drive, which recognized her father Joe ‘Benji’ Osceola for his work in the cattle industry. (Photo Damon Scott)
Claudia Doctor and Betty King are the granddaughters of Frank J. Billie. (Photo Damon Scott)
Damon Scott
Damon is a multimedia journalist for the Seminole Tribune. He has previously been an editor and reporter for digital and print media in Florida and his home state of New Mexico. Send him an email at

Leave a Reply