The lifestyle echelon for today’s
visionaries, founders & tastemakers.Live Well. Work Well. Travel Well.
Since 2O16.
Wellness
Healing from the inside out starts with healthy tonics, nutrient-dense smoothies, and hearty whole foods.
when living well
feels like vacation all of the time
THE VISIONARY BOSS PHILOSOPHY
Govern Thyself, Mind & Psyche
This is a space for anyone seeking an improved quality of life, whether you’re an entrepreneur, aspiring to start your own business, or you simply want to live more intentionally.
A Conversation about…
'Sinners' Director Ryan Coogler & Intellectual Property in the Age of AI, Remakes, and Content Saturation
Ryan Coogler’s latest film, Sinners, is yet another testament to his commitment to creating emotionally grounded art, rooted in social resonance and cultural sovereignty. He offers a compelling case study in the power of original and unique ideas amid a sometimes uninspired, derivative media landscape. While artificial intelligence and generative models pose new questions about authorship, and the future of storytelling, Coogler reminds creatives and creators to pursue art with integrity and nuance.
Florida Food & Drink Guide
Sharing the hottest spots—daytime to date night. From energetic night caps to sultry rooftops. Brunches. Beach retreats. Markets. Culinary concepts. Luxury stays. And lively retail districts.
Matcha, Music, and Mingling: The Saturday Morning Coffee Rave That Reimagined Socializing in the Suburbs
At this rave, the green elixir of choice was ceremonial grade matcha imported from Japan. Sorbo Coffee curated an event that was both refreshing and refined: a social dance party that embraced wellness, connection, and local creativity, all before 2PM.
Here is a list of must-try sushi and sashimi in the Tampa Bay Area. From lunchtime happy hours with cheery, sun kissed south FL flair, to intimate 4-star rated concepts with speciality a la carte, to late night tapa bars that specialize in hand rolls.
Best Sushi & Sashimi in the Tampa Bay
Traveling
Highlighting vintage chic, refined gatherings, and everything in between.
Where to Eat, Stay & Explore
Dive into the unique, developed flares of Peruvian cuisine.
Top picks for Tampa’s open-air, six-block shopping center.
The 600-foot stretch of shoreline, with translucent, ocean blues and washed whites and natural woods pairs well with refreshing cocktails and bold flavors.
THE VISIONARY BOSS CONCEPT
The Visionary Boss is a wellness & lifestyle concept helping you navigate your career, relationships, and everyday life.
Find your next favorite recipe, read the entrepreneurial stories of small business owners, catch up on the latest self-development, and discover sophisticated fun vacay itineraries on The Visionary Boss.
Dive into Movement
Wellness is a luxury. Elevate your physical health and mind with intentional movement, from mat Pilates, yoga, to weighted workouts.
Mindfulness
The most important relationship you can have is with yourself. Pour into your habitual habits, your mind, psyche and soul.
THE VISIONARY BOSS PODCAST
On The Visionary Boss Podcast, Kaylan Boss delves into the realities of entrepreneurship, making impactful business connections, branding, and marketing strategies in the era of social influential and self-brands, with entrepreneurs like Milan Amani, the powerhouse behind the immersive event series, Global Entry, Neil Lee, professional photographer, and Sterling Christian, Florida-based Realtor and influencer. In between guest features, Kaylan unravels the layers of living intentionally & simplistically, and embracing authenticity.
If you’re feeling inclined to listen about paradigm shifts, the stories of today’s game changers, the hustle & bustle of scaling a business, and references that pay homage to tastemakers, creators, and visionaries, The Visionary Boss Podcast has you covered!
Small-Business Stories
Meet Sterling Christian, Florida real estate agent and developer, who has a love for wellness, local run clubs, and self-branding. Sterling & I talk about the realities of being a young real estate agent, getting leads, working on new construction, and balancing both business and personal life.
Entrepreneurship
Services
The Visionary Boss offers in-house agency branding and marketing consulting, social media management, and professional career & image-building services.
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Development & facilitation of custom logos/submarks, color schemes, typography, visual elements, brand decks & more
Copywriting daily social media posts, landing/web pages and marketing initiatives
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Integrated marketing plan to to further drive business growth, awareness, and ROI
Market research, consumer segmentation, digital marketing (SEO & affiliate), and campaign planning (paid & earned media)
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Management of social media profiles & accounts
Tailored in-feed and story posting schedule, to community engagement & management
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Modern multi-page, interactive website with mobile-friendly navigation & prominent website search engine results
E-commerce, blog, professional portfolios, scheduling/booking
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Professional headshots
High-quality brand content
Vivid reels & short-form visual content
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Production & planning
Podcast management & booking
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Conception, planning, coordination & execution of events
Preproduction logistics, budgeting, zoning, concept development, venue selection & booking
Event promotion, on-site production, post-event analytics & reporting
Design & styling for photo, video, product sets, experiential activations and pop-ups
Founder, Kaylan Boss
Writer, Editor, Entrepreneur — Kaylan Boss’ motto is living, working & traveling well.
From a young age, Kaylan has had a profound passion for content creation, writing, and photography/videography. Her travels to Southern California sparked her desire to blog about culture, wellness, lifestyle, and beauty.
Her platform took off in 2014, following her success as Miss Jr. Teen Tampa, alongside her twin sister Kat. When asked to define herself in a single word, she chose ‘visionary,’ expressing her belief in envisioning the future and crafting a reality she was passionate about.
Post-pageant, Kaylan focused on building her brand, which included an online boutique and a series of conferences centered on self-confidence and self-love.
In 2016, she launched The Visionary Boss, a platform dedicated to wellness and lifestyle blogs, sharing her insights on self-development and the lessons she learned while navigating college, entrepreneurship, career, friendships, and relationships. Over time, The Visionary Boss has transformed into a space featuring candid interviews with today’s business owners and influential figures, along with a blog that showcases elevated food, drink, and travel recommendations.
After gaining experience in the wellness industry as a marketing and event coordinator, Kaylan began supporting and producing live activations and special events. In 2017, she and her sister founded a pop-up event company, Suburb Pop, aiming to deliver experiential and immersive shopping, retail, art, and culinary experiences to venues in Tampa while enhancing brand visibility for BIPOC small business owners.
Currently residing in Tampa, Florida, with her Yorkie named Cashew, Kaylan graduated with her Master’s in Business Administration in 2024. In her spare time, she enjoys practicing her guitar, attending wellness and yoga classes, tending to her garden , and indulging in food photography.
The Visionary Boss Story
2011
Kaylan discovers BlogSpot, through her digital marketing class, and creates a blog about fashion trends, wellness, and beauty. The same year she visits Southern California, and falls in love with Beverly Hills’ idyllic luxury hotels, palm trees, lush views, and shops. This trip prompts her to write glossy, sun-drenched stories about the young, affluent & aspiring, and create a mock reality show/video blog called “SoCal.”
2012
The summer before entering high school, Kaylan makes another trip to California, and spends her break soaking up Cali sun, Tumblr re-blogging, journaling, and listening to lots of indie & alternative music. The idea of starting an online platform to share all of her interests is planted.
2013
Kaylan is invited to interview for The 2014 Miss Jr. Teen Tampa pageant. After a successful preliminary interview, she spends two months perfecting her pageant walk, attending pageant bootcamp, workshops, and creating a self-brand.
2014
During the second round of the pageant, Kaylan is asked to describe herself in one word. She responds with “I’m a visionary, because I believe in envisioning in the future, and creating a reality that I’m passionate about.” Kaylan is crowned first runner-up for the Miss Jr. Teen Tampa, and her twin sister Kat wins first place.
Shortly after the pageant win, Kaylan begins to develop a self-brand, and hosts a conference discussing self-confidence and self-love.
2015
The summer before her senior year in high school, Kaylan finds an interest in cinematography, filmmaking, screenwriting, and video editing. She starts documenting her journey of creating her brand “The Visionary Boss.” She spends her weekends learning about boutique merchandising, website design, and product photography.
2016
Kaylan spends six months building a website, creating an online jewelry & sunglasses line, and writing blog posts. Kaylan officially launches the TheVisionaryBoss.com a digital space for wellness and lifestyle posts, journal entries about mental health & self-love, candid think pieces (discussing entrepreneurship friendships, & relationships, & college), and candid interviews, featuring business owners, artists, athletes, and influential individuals with impact.
The Visionary Boss Shop has its first sale.
The Visionary Boss hits 10,000 views.
2017
The Visionary Boss Shop pops up at the release party of Kat’s book, Girl, Who Hurt You?
2018
Kaylan and Kat debut Suburb Pop, a pop-up event company bringing experiential and immersive shopping & retail, art, and culinary experiences to venues and event spaces in Tampa.
The first event generates local buzz, social media engagement, and encourages small business shopping, and brand visibility for BIPOC business owners.
2020
Kaylan guest-hosts Kat’s talkshow, The Girl, Who Hurt You? Talk Show, where she discusses the importance of self-love, self-care, and healing.
2021
Kaylan takes the stage at Tampa's Unlock Your Future Conference, and talks about the journey of self-funding and independently starting a brand, entrepreneurship, The Visionary Boss, and Suburb Pop.
Kaylan graduates from the University of South Florida with a B.A. in communication and business analytics & information systems, and begins are a career in business.
2023
The Visionary Boss Podcast airs.
2024
Kaylan graduates with her Masters in Business Administration with a concentration in data analytics.
The Visionary Boss Shop returns—with branded merchandise and hats.
The Visionary Boss now operates as an online blog publication, shop, podcast, and consulting & media agency.
2025
Season Two of The Visionary Boss Podcast airs featuring founders & futurists including real estate moguls, recording artists, and community fitness influencers.
Kaylan co-facilitates the Business Intelligence in Sports course at the University of South Florida alongside Professor Marcus Wingate helping students bridge the worlds of technology, sports, and creative strategy.
If you’re constantly in between meetings, work commutes, travel, and movement-focused classes, you are going to want a refreshing, natural tonic.