• 228. Kelley Flanagan Returns! From lessons learned from previous relationships and importance of family, major updates from the last few years, and not worrying about a five year plan Episode Description:

  • Mar 31 2025
  • Length: 1 hr and 24 mins
  • Podcast

228. Kelley Flanagan Returns! From lessons learned from previous relationships and importance of family, major updates from the last few years, and not worrying about a five year plan Episode Description:

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  • Summary

  • This week, Jason is joined by a Bachelor fan favorite and one of his great personal friends, Kelley Flanagan!
    Kelley last joined us on Trading Secrets at the end of 2022 when we dived into her time on The Bachelor, her career as an attorney, and plans for her life as a content creator. Professionally, her content creation career has fully taken off as she shares fashion and lifestyle content with her 1 million plus followers. Personally, she has experienced some of life’s hardest moments as she continues to fight her battle with Lyme disease, going through a public breakup, and more recently the loss of her father.
    In this episode, Kelley opens up about why she stepped away from podcasts for a few years, the joy she’s found in her life, and the personal, financial, and professional impact of moving for a relationship. She discusses how her goals were put on hold during her last relationship, the safety nets she kept, and her new golden rules for dating. Kelley also reflects on her parents’ marriage, why she’s not stressing about having kids at 33, her thoughts on The Bachelor fanbase, and the truth always coming out. From her Chanel bag journey to the work ethic instilled by her dad, Kelley shares why she doesn’t have a five-year plan, whether she'd return to reality TV, and what she would have done differently in regards to the show.
    Kelley reveals all this and so much more in another episode you can’t afford to miss!
    Host: Jason Tartick
    Co-Host: David Arduin
    Audio: John Gurney
    Guest: Kelley Flanagan

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