Kendra Middleton: The Boston Sports Host Building a Strong Name in Radio, Betting, F1, and Digital Media
Kendra Middleton is an American sports media host, radio personality, betting analyst, event host, and digital creator based in Boston, Massachusetts. She is best known for her work with 98.5 The Sports Hub, Action Network, Dirty Water Media, NESN-related media work, and F1 Arcade. Her career connects sports talk, betting content, lifestyle media, live events, football, and Formula 1.
Her full name is Kendra Jo Middleton. She was born on March 8, 1996, and she is 30 years old as of 2026. She comes from the Jacksonville, Florida area, with Jacksonville Beach also tied to her early life. Today, she is known as a Boston-based media figure who brings a bright voice, sports knowledge, and a modern digital style to her work.
Kendra has built her name through steady media work rather than one sudden moment. She started with college sports, internships, rinkside work, sideline reporting, local media, and social content. Over time, she moved into larger sports platforms and became a recognizable voice for fans who follow Boston sports, NFL betting, F1 events, and sports lifestyle content.
Kendra Middleton Early Life and Hometown
Kendra Middleton’s story begins in Florida. She is connected with Jacksonville and Jacksonville Beach, two places that remain part of her identity. Her social media language often points to her Florida roots while also showing her current life in Boston. This “Boston and Jax” connection gives her personal brand a clear shape: Southern roots, New England sports media, and a fast-moving lifestyle.
Her hometown background matters because it helps explain her sports interests. Jacksonville is a city with strong football culture, and Florida has a deep connection to college sports, warm-weather events, beach life, and outdoor culture. Kendra later carried that energy into her media career.
She attended Creekside High School in Florida before moving forward in college and media. Her path shows a steady move from student activities and sports media internships into full-time public-facing work.
Kendra Middleton Age and Birthday
Kendra Middleton was born on March 8, 1996. As of 2026, she is 30 years old. Her birthday has also been supported by birthday posts and social media activity. She celebrated a birthday in Lisbon, Portugal, which gave fans another look at her travel side and lifestyle content. Her online personality is not limited to sports. She also shares moments tied to food, fashion, travel, and personal experiences.
This mix helps her connect with a wider audience. Some fans follow her for sports betting. Others follow her for Boston media, football talk, Formula 1, food, outfits, or travel posts. That range has helped her grow beyond one media lane.
Kendra Middleton Education
Kendra Middleton studied at Auburn University before later attending the University of New Hampshire. Her time at Auburn helped shape her early sports media experience. While at Auburn, she worked with Auburn Hockey and was involved in social media, photography, and team support.
Her role with Auburn Hockey included helping with social media activity, taking photos, and supporting the club’s image. She also served as Vice President of Hockey Hostesses. This gave her useful experience in sports promotion, team communication, and content creation.
Auburn also gave her an early connection to sports radio. She interned with Auburn Network, Inc., where she worked with ESPN Auburn 106.7. That internship gave her a closer look at radio, sports coverage, audio work, and the fast pace of live sports media.
University of New Hampshire
Kendra later studied at the University of New Hampshire, where she earned a Bachelor of Arts degree in Communication and Media Studies. Her time at UNH played a major role in her sports reporting growth. At UNH, she worked with UNH Productions as a sideline and rinkside reporter. This gave her more on-camera experience and helped her build confidence in sports interviews, game coverage, and live reporting.
Her education fits her career very well. Communication and media studies gave her the base, while her internships and sports roles gave her practical experience. That mix helped her move into Boston media with a strong background.
Kendra Middleton Career Start
Early Radio Internship
Before becoming known in Boston sports media, Kendra Middleton gained experience in radio through an internship with Entercom San Francisco. She worked with 95.7 The Game, a Bay Area sports radio station. That role gave her exposure to major sports markets and big teams, including the Oakland A’s, Golden State Warriors, San Jose Sharks, and Oakland Raiders. She also interned during a busy sports era that included Super Bowl 50, a Sharks Stanley Cup run, and Kevin Durant’s move to the Bay Area.
This early experience was valuable. It placed her near major sports stories and showed her how sports radio reacts to breaking news, fan emotion, and major market pressure.
Auburn Network and ESPN Auburn 106.7
Kendra also worked as an intern for Auburn Network, Inc., tied to ESPN Auburn 106.7. This added college sports radio experience to her background. College sports media is intense because fan loyalty is strong. Working in that setting helped her understand how to speak to passionate audiences. It also gave her a foundation in sports talk, event coverage, and radio production.
Kendra Middleton at Dirty Water Media
Kendra Middleton has worked as an on-air host at Dirty Water Media since April 2019. Dirty Water Media is known in Greater Boston for covering nightlife, dining, music, fashion, entertainment, sports, and local events. This role helped Kendra grow beyond game coverage. It allowed her to show personality, style, humor, and local culture. Dirty Water Media also connects with NESN-related broadcasting, which gave her another path into New England media.
At Dirty Water Media, Kendra gained experience hosting on camera, talking with guests, covering events, and presenting lifestyle content. This helped her become more than a sports voice. It helped her become a media personality with range. Her work in this space fits her current brand. She covers football, food, fits, F1, and Boston life. Dirty Water Media helped build the lifestyle side of that brand.
Kendra Middleton and NESN Work
Kendra Middleton has also been tied to NESN-related work as a rinkside reporter. Her background includes freelance rinkside reporting in Lowell, Massachusetts. Rinkside work requires quick thinking. A reporter must understand the game, speak clearly, handle live moments, and bring energy to viewers. Hockey coverage also demands strong attention because the game moves fast.
This role added another layer to her sports media experience. It showed that she could handle live sports settings and on-camera duties. It also strengthened her New England sports connection.
Kendra Middleton at 98.5 The Sports Hub
Kendra Middleton is strongly connected with 98.5 The Sports Hub in Boston. She works as on-air talent and is linked with the station’s sports betting content. Her most recognized Sports Hub work includes Over/Under 98.5. The show focuses on sports betting, picks, sports talk, and betting lifestyle content. Kendra hosts the show on Saturday mornings and talks about major games, NFL futures, NBA, NHL, UFC, MLB, college sports, and Formula 1 betting angles.
Over/Under 98.5
Over/Under 98.5 gives Kendra a regular platform to speak directly to sports fans and bettors. The show fits her style because it combines sports knowledge with personality. She discusses matchups, betting markets, weekly recaps, futures, and picks. She also brings in her own voice, which makes the show feel more personal than a dry betting segment.
Sports betting media has grown fast in the United States. Kendra’s role at 98.5 The Sports Hub places her inside that growing space. She talks to fans who want opinions, trends, and entertainment with their sports analysis.
Boston Sports Hub Identity
Boston is one of America’s strongest sports markets. Fans care deeply about the Patriots, Celtics, Bruins, Red Sox, and college sports. Working in that market is not easy. A host must be ready, sharp, and able to handle strong fan opinions. Kendra Middleton has built her place in this environment by staying active across radio, digital content, betting shows, and sports events. Her work at 98.5 The Sports Hub is one of the main reasons her name continues to grow.
Kendra Middleton and Action Network
Kendra Middleton is also a host with Action Network. She is part of The Favorites, a sports betting podcast focused mainly on NFL betting, news, picks, and discussion. The Favorites includes Kendra Middleton, Brandon Kravitz, and Stuckey. The show covers NFL topics throughout the year, from the regular season and playoffs to the NFL Draft and offseason.
Action Network gives Kendra a national sports betting platform. While 98.5 The Sports Hub connects her with Boston, Action Network connects her with a broader sports betting audience. Her role with Action Network also proves that her work has moved beyond local hosting. She is part of a larger sports media brand that speaks to fans across the country.
Kendra Middleton and The Favorites Podcast
The Favorites Sports Betting Podcast gives Kendra a chance to show her football knowledge in a longer format. Podcasting is different from short radio hits or quick social media clips. It allows deeper discussion, debate, jokes, opinions, and personality.
On The Favorites, Kendra helps cover NFL news, betting angles, wagers, and weekly storylines. Her role fits her interest in football and betting content. It also supports her image as a modern sports host who can work across radio, podcasts, social media, and live events.
Kendra Middleton and F1 Arcade
Kendra Middleton is also connected with F1 Arcade, especially in Boston. Her social media bio includes F1 as one of her main interests, and her event work includes Formula 1 watch parties and related hosting. Formula 1 has grown quickly in the United States, especially among younger sports fans. Kendra’s F1 content helps her reach people who enjoy racing, fashion, food, and social events.
This is one reason her personal brand feels current. She is not only tied to traditional American sports. She also connects with the newer wave of F1 interest in the U.S.
Kendra Middleton Social Media
Kendra Middleton is active on Instagram under the handle @kendramiddleton. Her bio uses she/her pronouns and describes her world with the phrase “football, food, fits, f1.” She also connects her page with 98.5 The Sports Hub, Action Network, and F1 Arcade.
Her Instagram has more than 35,000 followers. Her posts mix sports, lifestyle, travel, outfits, events, food, and media work. This mix helps her connect with fans on a more personal level. She is also active on X, where her identity includes 98.5 The Sports Hub, Action Network, and her “Duval born, Boston based” background. That line connects her Florida roots with her Boston career.
Kendra Middleton Wikipedia Status
Kendra Middleton does not have an official Wikipedia page at this time. Many people look for her biography because of her work with 98.5 The Sports Hub, Action Network, Dirty Water Media, and sports betting media. Even without a Wikipedia page, her career details are available through her media roles, podcast work, social platforms, and professional history. She is still growing her name, and her career has already crossed radio, podcasting, live events, sports reporting, and digital media.
Kendra Middleton Family and Personal Life
Kendra Middleton keeps much of her family life private. A family member named KC Middleton has been connected as her brother through social details, but she does not make her family a major part of her media brand. She also keeps her dating life private. No confirmed husband, boyfriend, or children are part of her public career story. Her work, sports opinions, and media roles are the main focus of her public image.
Kendra Middleton Net Worth
Kendra Middleton has not shared an official net worth. Her income may come from radio work, podcast hosting, event hosting, brand partnerships, digital content, and media appearances. Since no confirmed figure is available, any exact net worth number would not be reliable.
Why Kendra Middleton Is Growing in Sports Media
Kendra Middleton stands out because she has built a flexible career. She is not limited to one format. She can host on radio, speak on podcasts, report near the action, cover lifestyle events, post social content, and talk sports betting.
Her style also fits today’s sports media world. Fans want hosts who know sports but also feel real. Kendra brings sports knowledge, humor, confidence, and lifestyle energy. That mix helps her connect with both serious sports fans and casual followers.
She also works in strong lanes: NFL, Boston sports, betting, F1, food, and fashion. These topics perform well across radio, podcasts, and social media.
Final Thoughts on Kendra Middleton
Kendra Middleton is a rising American sports media figure with a clear voice and a growing audience. From Jacksonville to Boston, she has built a career through education, internships, college sports work, reporting, radio, podcasting, and event hosting.
Her work with 98.5 The Sports Hub, Action Network, Dirty Water Media, NESN-related coverage, and F1 Arcade has made her a recognizable name in Boston sports and betting media. She is 30 years old as of 2026, celebrates her birthday on March 8, and continues to grow her career across sports, lifestyle, and digital platforms.
Kendra Middleton’s story is still moving forward. Her path shows how modern sports media works today: part radio, part podcast, part live event, part social media, and all personality.
FAQs
1. Who is Kendra Middleton?
Kendra Middleton is an American sports media personality, radio host, betting analyst, podcast host, and event host based in Boston, Massachusetts. She is best known for her work with 98.5 The Sports Hub, Action Network, Dirty Water Media, and F1-related events. Her content focuses on football, Boston sports, sports betting, food, fashion, and Formula 1.
2. How old is Kendra Middleton?
Kendra Middleton was born on March 8, 1996, based on the public details shared during research. As of 2026, she is 30 years old. Her professional pages do not heavily promote her full birth details, so the cleanest wording is: Kendra Middleton is 30 years old as of 2026.
3. What does Kendra Middleton do at 98.5?
Kendra Middleton works with 98.5 The Sports Hub in Boston as an on-air sports personality. She hosts Over/Under 98.5, a Saturday morning sports betting show that covers betting picks, sports news, football, F1, UFC, NBA, NHL, and other major sports topics. The station’s own page says listeners can join Kendra Middleton every Saturday morning from 8 a.m. to 9 a.m.
4. Does Kendra Middleton have a Wikipedia page?
No, Kendra Middleton does not currently have an official dedicated Wikipedia page.
5. Did Kendra Middleton date Tom Brady?
No, Kendra Middleton did not date Tom Brady. Her name became linked with him through online rumors, but she personally denied the story. On X, she wrote that she had seen the articles and said, “no, I am not dating Tom Brady.” 98.5 The Sports Hub also covered the rumor and stated that she clarified she was not dating him.
