Bailey Anne Kennedy Bio, Age, Husband, Net Worth

Bailey Anne Kennedy is a personality from Maryland, United States, who took the crown of Miss Maryland USA home after being revealed that she is a transgender woman. She was crowned Miss Maryland on 1st June 2024. Her happiness was visible on her face when she won the crown.

Bailey Anne Kennedy Net Worth

Bailey Anne Kennedy is a proud transgender woman who won the Miss Maryland crown on 1st June 2024. She has also been part of “The Pride March”, which took place in Washington DC on 8th June 2024 [Saturday]. Though she has maintained a group of military wives so they can receive complete support for themselves, she might also be involved in small odd jobs to earn a livelihood for herself.

However, she is well-supported by her military husband, who is in good fortune because of his navy job. Already, she is becoming popular in the town because she won the crown, and she is appearing on the cover pages of magazines. It has also been announced that she will soon be there in the cultural lookbook by Fedil Berish Photography.

Net Worth: $700 Thousand
Real Name: Bailey Anne Kennedy
Birth Date: 1993
Age (as of 2024): 31 Years
Birth Place: Baltimore, Maryland
Height: 1.70 m (5 ft 7 in)
Husband: Casey Gup

Early Life

Bailey Anne Kennedy was born and brought up in Baltimore, Maryland. She is 31 years old as of 2024 and belongs to Colombian-American descent. Kennedy says that she had many difficulties while growing up, and it is not easy to live with the character you develop. But, she was well-supported by her friends and family in her this journey.

After she completed high school, she went to the University of Maryland and earned a degree in sociology. After completing her college degree, she began contributing to the mental health awareness of the LGBTQ+ community. She thinks that she has put an example in front of the young rangers after having the blunt transition of her life.


Bailey Anne Kennedy is the wife of a military man. She supports the groups of military involved in welfare. She runs a group of wives of U.S. Marine Corps officers. According to her Instagram post, Kennedy walked in the Capital Pride Parade in Washington, D.C., on Saturday [8th June 2024]. It marked her first appearance in any public event as a Miss Maryland USA. Bailey has also announced that she will appear for the Miss USA to be held on 4th August 2024.

She has now become the talk of the media because many people in Maryland, USA, are commenting that she won because she had the emotional play card with her for being transgender. Though she is the first transgender woman to win the title, people are saying that she did not deserve to win over cisgender women.

In return, Bailey Anne Kennedy replied, saying that she and her winning will help those children who feel like being like her in the future, and this will be a great or positive contribution to society. On these comments of the people, the organization has also replied stating that

“….Bailey deserved to be the winner and after 2012 the trans women are welcomed into the organization. Every person has the right to live authentically and to pursue every opportunity….”

Personal Life

Bailey Anne Kennedy is an Asian-American woman who lives happily and is married. She has a husband and a happy extended family, including her in-laws. Her husband works in the military. She won the title of Miss Maryland after being called the first military wife, the first transgender person, and the first Asian-American personality from Maryland to win the title. Bailey’s husband’s name is Casey Gup. Her husband is serving in the Naval Air Training Command in the United States Navy.

Social Media

On 4th June, Bailey Anne Kennedy [baileyannekennedy] shared a long note through the images of the moment when she won the crown of Miss Maryland. She closed the note, stating that she was eagerly waiting for the lunch to happen in the presence of the active service members at The USO office. It is what actually matters to her. On her Instagram account, she has posted many pictures with her husband and two brown pet furry dogs.

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