Welcome to
The Visionary Boss.

Your intentional guide to living, working & traveling well.

Wellness

Healing from the inside out starts with healthy tonics,
nutrient-dense smoothies, and hearty whole foods.

Dive into Movement

Person holding a peace sign, carrying a yoga mat and bag, standing in front of artwork on a wall.

Wellness is a luxury. Elevate your physical health and mind with intentional movement, from mat Pilates, yoga, to weighted workouts.

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.

Mindfulness

The most important relationship you can have is with yourself.
Pour into your habitual habits, your mind, psyche and soul.

Four baseball caps displayed, each featuring "The Visionary Boss" text. The first two caps are cream with dark green and navy brims, and the last two are solid gray and navy.

The Visionary Boss Collection.

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 vacation itineraries on The Visionary Boss.

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

Small-Business Stories

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.

Palm trees and blue sky over a white building with terrace, plants, and a person standing on the balcony.

Best Sushi & Sashimi in the Tampa Bay

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.

Traveling

Highlighting vintage chic, refined gatherings, and everything in between.

Where to Eat, Stay & Explore

Two plates of sushi rolls with toppings and garnishes on white dishes.

Dive into the unique, developed flares of Peruvian cuisine.

Three tacos with meat, cilantro, onions, and a lime wedge on a metal tray.

Top picks for Tampa’s open-air, six-block shopping center.

Barbecue ribs with sesame seeds and green onions on a plate, with a side of pickled vegetables in a bowl.

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 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!

Services

The Visionary Boss offers in-house agency branding and marketing consulting, social media management, and professional career & image-building services.

    • 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

    • 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)

    • Management of social media profiles & accounts

    • Tailored in-feed and story posting schedule, to community engagement & management

    • Modern multi-page, interactive website with mobile-friendly navigation & prominent website search engine results

    • E-commerce, blog, professional portfolios, scheduling/booking

    • Professional headshots

    • High-quality brand content

    • Vivid reels & short-form visual content

    • Production & planning

    • Podcast management & booking

    • 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

Woman with long brown hair in a white and pink checkered outfit posing.

Founder, Kaylan Boss

Writer, Editor, Entrepreneur — Kaylan Boss’ motto is living, working & traveling well.

From an early age, Kaylan has had an immense interest in content creation, writing, and photography/videography. After visiting Southern California in 2011 & 2012, she became inspired to blog about culture, wellness, lifestyle/home, and beauty.

Her platform began in 2014, after winning Miss Jr. Teen Tampa, with her twin sister Kat. When asked to describe herself in one word, she responded with ‘visionary,’ because she ‘believed in envisioning in the future, and creating a reality that [she] was passionate about.”

After her pageant win, Kaylan began to develop her brand, an online boutique, and a series of conferences honing in on self-confidence and self-love.

In 2016 she launched The Visionary Boss, an online publication to share wellness and lifestyle-focused blogs, her thoughts on self-development & the lessons learned from navigating college, entrepreneurship, career, friendships, and relationships. The Visionary Boss has evolved into a platform featuring candid interviews with today’s business owners & influential individuals with impact, and a blog destination for elevated food, drink & travel recommendations.

After working in the wellness space as a marketing & event coordinator, Kaylan started to help support and produce live activations and special events, In 2017, Kaylan along with her sister launched a pop-up event company, Suburb Pop to bring experiential & immersive shopping, retail, art, and culinary experiences to venues/event spaces in Tampa, and give brand visibility to BIPOC small business owners.

Currently, Kaylan lives in Tampa, Florida with her Yorkie named Cashew. Last year, she graduated with her Master’s in Business Administration. In her free time, she enjoys practicing her guitar, attending wellness & yoga classes, cooking at home, and capturing 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.