The Visionary Boss founder, Kaylan Boss shares the best in intentional living, wellness, self-development and entrepreneurship/career.

She talks about her entrepreneurial journey of creating The Visionary Boss, how she organically created her event series called Suburb Pop, along with the stories of entrepreneurs, small business owners, and influential trailblazers who exemplify the qualities of Visionary Bosses.

Episodes are available on Spotify, Apple Podcasts & YouTube.

entrepreneurship. mindfulness. self-development,

entrepreneurship. mindfulness. self-development,

Black and white concentric circles creating an optical illusion effect.

A space for anyone seeking an improved quality of life.

Book cover featuring a person in a white polka dot shirt against a dark blue background, with text 'The Visionary Boss' and 'with Kaylan Boss', est. 2016.

Watch The Visionary Boss Podcast

  • Two people sitting in chairs with a podcast microphone, indoor setting with plant and shelves.

    Sterling Christian, Florida Realtor

    Sterling Christian, Florida realtor joins The Visionary Boss Podcast to talk about the realities of being a young real estate agent from getting leads to working on new construction, how he balances business and personal life, and his latest adventure—starting Sterling Springs, a lifestyle brand that blends his interests in real estate, fashion, running, and lifestyle. Relocating to Tampa, Florida, Sterling has created a purposeful, intentional life that includes wellness, local running clubs, catching a Tampa Bucs game here & there, networking, and positively influencing others to invest in both real estate property and themselves.

  • CJ, Owner of Booze & Bubbles Tampa

    CJ, Owner of Booze & Bubbles Tampa

    Meet CJ, the powerhouse behind Booze & Bubbles, a thriving mobile bartending business based in Tampa, Florida, servicing all of Central Florida. B&B is known for their Italian-Style tap truck, often referred to as their “champagne truck” aka Boozie. The B&B tap truck is considered an all inclusive bar service as you can tap: cocktails, mock-tails, beer, wine, champagne, coffee & more.  CJ & I talk about the precision, creativity & strong faith that comes with being a mom, wife, and business owner. The USF alum has an eye for detail and a commitment to delivering for unforgettable events like grand openings, weddings and influencer activations like her latest Pretty Little Thing collab. Tune in to hear the story behind Booze & Bubbles, their upcoming Garden mixology event, the reality of the working with your spouse, and balancing it all, one cocktail at a time.

  • Two people sitting with microphones, in front of a leafy background, featuring "The Visionary Boss Podcast" text. One is labeled Kaylan Boss, "The Visionary Boss," and the other is Pablo Vasquez, "Visual Artist & Videographer."

    Pablo Vasquez, Tampa Visual Artist & Videographer

    In this episode of The Visionary Boss Podcast, Kaylan sits down with Tampa-based visual artist and videographer, Pablo Vasquez. Known for his sharp eye and innovative creative direction, Pablo has not only shaped the aesthetic of the Florida hip hop & rap scene but has also become a master of blending visual storytelling with the raw energy of the culture. We dive into his journey as a creative director, exploring the ways he crafts music videos, to his earliest memories of photography and videography, his inspirations drawn from icons like Pharrell Williams, to the eclectic energy of old Tumblr aesthetics. Pablo opens up about his creative process, the power of free thinking, high-value mindsets, and how micro habits like daily running can lead to productivity & thinking outside the box.

  • A woman in a cherry-patterned dress reading a book at a table with a stack of books and a vase of pink flowers, in a room with large windows.

    Kat Stylez, Author of "Girl, Who Hurt You?"

    Kaylan sits down with Kat Stylez, the author of the poetry book "Girl, Who Hurt You?" The sisters discuss their shared affinity for universal writing themes, healing through words, and the power of authenticity & ownership in owning your art and media. Kat shares the origins of "Girl, Who Hurt You?", her journey of self-publishing at 19, and creating her brand.

  • Young woman in polka dot top and peach skirt, wearing bracelets, against a gray background.

    Self Confidence, Professional Headshots & High Quality Branding with Neil Lee

    Neil Lee, the professional photographer behind The Visionary Boss Podcast cover sits down with Kaylan to discuss self-confidence, embodying good energy whether you're at an event or in front of the camera, and the power of having timeless professional headshots & high quality branding. With over 15 years experience, Neil shares his tips on authentically posing, and how to capture magazine-quality images. He also chats about getting over the fear of recording voiceovers and filming yourself in the social media landscape of 'relatability' and reaching people through video format.

  • Two women with text labels showing their names and titles as founders: Kaylan Boss, founder of The Visionary Boss, and Milan Amani, founder of Atlanta's Global Entry.

    Immersive Events with Atlanta’s Milan Amani, Founder of Global Entry

    Event enthusiast and culture curator, Milan Amani discusses the success of her agency and event series, Global Entry; installations catered to live DJ sets, Afrobeats & Reggae sounds that channel vibes through the diaspora. Kaylan and Milan delve into the qualities & realities of an entrepreneur, making impactful business connections, executing world class immersive experiences, sharing your life on the internet, and direct-marketing strategies in the era of TikTok and social media influencing.

  • Calm ocean water surface under soft light

    Activating Your Inner Calm, Sacred Leisure & Breathwork

    In this introspective episode of The Visionary Boss Podcast, Kaylan talks about activating your inner calm, living a simplistic life, and learning to coexist in life’s different chapters. She shares three tips to help you navigate the hustle & bustle of the everyday, while making sacred time for leisure and quietness. Embrace the stillness. Here’s to a clear state of consciousness.

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    The Story of The Visionary Boss: Celebrating Instinct, Embracing Authenticity & Ditching Perfection

    Kaylan, the founder of The Visionary Boss tells the story of starting the brand The Visionary Boss after she won Miss Jr. Teen Tampa in 2014 . She also shares a story of how attending a networking event led her to meeting likeminded visionaries and entrepreneurs. Call that a meet-cute.

    If you’re feeling inclined to listen about paradigm shifts, perfectionism, Alanis Morissette and alternative rock references, super models, beauty queens, the genius behind the movie Clueless, how 00’s music video directors got it right, serendipity, self-concept & more, The Visionary Boss episode #1 has you covered!