Wilder Possibilities

Shelton Wilder || Hype Boss
  • 0.0 (0)
  • Entrepreneurship
  • Updated Biweekly

Welcome to the Wilder Possibilities Podcast! Join Shelton Wilder, a serial entrepreneur who received her "click" in 2016 when she dove into Real Estate quickly becoming one of LA's most beloved top agents. Shelton loves entrepreneurs, business owners and visionaries and wants to know their "click" – that moment of clarity when they knew they were onto something big. From sharing successes to unraveling the intricacies of building brands and businesses, this podcast celebrates the diverse journeys of creators and business owners.

  1. Building a National Insurance Empire | Alison Myers on Leadership & Healthcare Transparency

    Jun 22

    Building a National Insurance Empire | Alison Myers on Leadership & Healthcare Transparency

    Alison Myers, President of Corporate Benefits at Venbrook, joins Shelton to talk building a national insurance practice from scratch, leading a team through a pandemic and an acquisition, and why most people have no idea how much of their healthcare is already free. We dive into: Building a benefits practice solo, then scaling through COVID and an acquisitionHer "shepherd" approach to servant leadershipHealthcare price transparency in 2026, what's changing and why it mattersFree preventive care most people never useUsing AI to ask smarter health questions (without letting it replace your doctor)Navigating divorce and redefining "thriving" as an empty-nest mom🔗 Connect with Alison: https://www.linkedin.com/in/alimyers/ https://venbrook.com/advisors/alison-myers 🔗 More from Shelton: @sheltonwilderestates @wilderpossibilities

    57 min
  2. James Harris on Real Estate, Reality TV & Building Breezy

    Jun 8

    James Harris on Real Estate, Reality TV & Building Breezy

    Welcome back to Wilder Possibilities, hosted by Shelton Wilder - luxury Los Angeles Realtor, CEO, and female entrepreneur. Today's episode features James Harris, founder of Harrison Partners and co-founder of Breezy. In this conversation, Shelton and James talk about what it really takes to build a career and a company from nothing but instinct and refusal to fit the mold. We dive into: Growing up in London as a rule-breaking only child with severe ADHD, a single mom, and a passion for selling out of car boots at age 10How James landed his first real estate job at 15½ by walking into a London brokerage with a photo instead of a résuméMoving to LA at 21 for a "gap year," falling in love with the city, and building a real estate business from the ground up with zero local contactsGetting cast on Million Dollar Listing Los Angeles after just one year in the business, filming ~100 episodes, and why he's equally proud to have moved onThe origin of Breezy, a full operating system for real estate agents featuring Underbuilt (instant build potential data), AI-powered comp reports, a real estate-specific note taker, and a complete deal pipelineA candid closing conversation about sobriety, ethics, keeping your side of the street clean, and channeling addictive energy into building something greatMake sure to check out James Harris on Instagram at @jamesbondst @breezy.ai @harrisandpartners to follow along for more exciting updates. WATCH MORE WILDER POSSIBILITIES Subscribe for inspiring conversations with entrepreneurs, creatives, industry leaders, and big thinkers shaping what’s possible.

    34 min
  3. From College Athlete to CAA Executive: Leadership, Sports & Success with Libby Bush

    May 11

    From College Athlete to CAA Executive: Leadership, Sports & Success with Libby Bush

    Welcome back to Wilder Possibilities, hosted by Shelton Wilder- luxury Los Angeles Realtor, CEO, and female entrepreneur. Today’s episode features Libby Bush, Head of Global Entertainment Partnerships at Creative Artists Agency (CAA). In this conversation, Shelton and Libby talk about how sports, discipline, family values, and relationship-building shaped Libby’s journey from Division I athlete to executive leadership at CAA. We dive into: Growing up in a large family outside PhiladelphiaHow sports and competition shaped Libby’s leadership stylePlaying Division I lacrosse and serving as team captain at the University of RichmondLessons athletics taught her about discipline, teamwork, and time managementBuilding meaningful relationships and leading teams in the entertainment industryBalancing ambition, family, and career growthThe importance of culture, hiring, and surrounding yourself with the right peopleCatch the full conversation on the Wilder Possibilities Podcast, now on YouTube, Spotify & Apple Podcasts WATCH MORE WILDER POSSIBILITIES Subscribe for inspiring conversations with entrepreneurs, creatives, industry leaders, and big thinkers shaping what’s possible.

    1h 14m
  4. How Sandi Mann Built Success Through Risk & Investing

    Apr 21

    How Sandi Mann Built Success Through Risk & Investing

    Welcome back to Wilder Possibilities, hosted by Shelton Wilder — luxury Los Angeles Realtor, CEO, and female entrepreneur. Today’s episode features Sandi Mann, owner of American Hartford Gold Company. In this conversation, Shelton and Sandi talk about his journey from an immigrant upbringing to building success through business, real estate investing, and strategic risk-taking. We dive into: His early life, family background, and move from London to Los AngelesHow his upbringing shaped his mindset and ambitionHis transition into entrepreneurship and investingPerspectives on risk, growth, and scaling a businessFinancial strategy and insights around gold and long-term investingWATCH MORE WILDER POSSIBILITIES Subscribe for inspiring conversations with entrepreneurs, creatives, industry leaders, and big thinkers shaping what’s possible. Shelton Wilder | Christie’s International Real Estate Email: shelton@sheltonwilder.com Phone: +1 (310) 997-7059 Website: www.sheltonwilder.com Instagram: @sheltonwilderestates Facebook: www.facebook.com/shelton.wilder LinkedIn: www.linkedin.com/in/sheltonwilder

    1h 10m
  5. From Model to Scientist and CEO: Building Culture Crush, the Prebiotic Beverage Brand with Zoe von Gerlach

    Apr 6

    From Model to Scientist and CEO: Building Culture Crush, the Prebiotic Beverage Brand with Zoe von Gerlach

    Welcome back to Wilder Possibilities, hosted by Shelton Wilder: luxury Los Angeles Realtor, CEO, and female entrepreneur. Today’s episode features Zoe von Gerlach, CEO of Culture Crush. In this conversation, Shelton and Zoe talk about building a wellness-focused beverage brand and the journey behind creating a non-carbonated prebiotic drink. Zoe shares her international upbringing before moving to the U.S., where she began her career as a model and later pursued her studies at Stanford. Inspired by amazake, a traditional Japanese fermented rice drink, she set out to create a modern, approachable beverage designed to improve gut health and offer a functional alternative to traditional drinks. We dive into: Zoe’s upbringing in Germany and Barcelona and growing up in a large familyHer transition from modeling into academics and entrepreneurshipThe inspiration behind Culture Crush and how amazake influenced the conceptWhat makes the product a non-carbonated alternative in the functional beverage spaceHow Culture Crush differentiates itself from other probiotic and prebiotic drinksThe early journey of building the brand and bringing it to marketCONNECT WITH ZOE Personal Instagram: @zoe.vongerlach Company Instagram: @culture.crush Website: https://culturecrush.com/ WATCH MORE WILDER POSSIBILITIES Subscribe for inspiring conversations with entrepreneurs, creatives, industry leaders, and big thinkers shaping what’s possible. Shelton Wilder | Christie’s International Real Estate Email: shelton@sheltonwilder.com Phone: +1 (310) 997-7059 Website: www.sheltonwilder.com Instagram: @sheltonwilderestates Facebook: www.facebook.com/shelton.wilder LinkedIn: www.linkedin.com/in/sheltonwilder

    56 min
  6. Tracy McCubbin on Decluttering, Life Transitions & Building a Business

    Mar 16

    Tracy McCubbin on Decluttering, Life Transitions & Building a Business

    Welcome back to Wilder Possibilities, hosted by Shelton Wilder — luxury Los Angeles Realtor, CEO, and female entrepreneur. Today’s episode features Tracy McCubbin, founder of dClutterfly, a home organizing and move management company. Tracy is someone we often recommend to sellers who need help organizing, decluttering, and preparing their homes before putting them on the market — so I’m especially excited to share her story. In this conversation, Tracy shares how her early life experiences shaped her instinct for creating order, and how that skill eventually turned into a thriving business. After working as a personal assistant in Los Angeles, Tracy began helping friends organize their homes and quickly realized there was a real demand for professional organizing. What started as a handful of organizing jobs grew into dClutterfly, a company that now helps clients declutter, downsize, move, and manage life transitions with clarity and support. We dive into: Tracy’s upbringing and how chaos led her toward organizationHer early career in Los Angeles after leaving the entertainment industryRealizing professional organizing could become a businessLaunching dClutterfly and gaining early momentum through Daily CandyBuilding a team and expanding services beyond simple organizingHelping families through major transitions like downsizing and estate cleanoutsScaling the company through franchising and new locationsIf you love entrepreneurial journeys, organizing, home transitions, scaling service businesses, and creating order from chaos, you’ll love this episode. Connect with Tracy on Socials Personal Instagram: @tracy_mccubbin Business Instagram: @dclutterfly Website: https://dclutterfly.com/ WATCH MORE WILDER POSSIBILITIES Subscribe for inspiring conversations with entrepreneurs, creatives, industry leaders, and big thinkers shaping what’s possible. Shelton Wilder | Christie’s International Real Estate Email: shelton@sheltonwilder.com Phone: +1 (310) 997-7059 Website: www.sheltonwilder.com Instagram: @sheltonwilderestates Facebook: www.facebook.com/shelton.wilder LinkedIn: www.linkedin.com/in/sheltonwilder

    51 min
  7. Building a Creative Design Business in Los Angeles | Lizzie of Tumbleweed and Dandelion on Passion & Entrepreneurship

    Mar 2

    Building a Creative Design Business in Los Angeles | Lizzie of Tumbleweed and Dandelion on Passion & Entrepreneurship

    Welcome back to Wilder Possibilities, hosted by Shelton Wilder - luxury Los Angeles Realtor, CEO, and female entrepreneur. Today’s episode features Lizzie McGraw, interior designer, stager, and founder of Tumbleweed and Dandelion. In this conversation, Shelton and Lizzie talk about Lizzie’s journey into interior design and entrepreneurship, building a creative business in Los Angeles, and how thoughtful staging and design shape the way people experience and connect with a home. We dive into: Lizzie’s early exposure to architecture and the creative influences that shaped her pathMoving to California and building a career through experimentation and opportunityStarting a design business in Venice without a traditional roadmapGrowing Tumbleweed and Dandelion through relationships, word of mouth, and hands-on creativityThe role of staging and interior design in transforming homes and preparing them for marketCollaborating on residential projects and designing spaces that resonate with buyersLessons learned from building a creative, entrepreneurial business in the design world Connect with Lizabeth McGraw: Business Insta: https://www.instagram.com/tumbleweedanddandelion/ Business Website: https://tumbleweedanddandelion.com/ Personal Insta: https://www.instagram.com/lizabeth_k_mcgraw/ WATCH MORE WILDER POSSIBILITIES Subscribe for inspiring conversations with entrepreneurs, creatives, industry leaders, and big thinkers shaping what’s possible. Connect with Shelton Wilder | Christie’s International Real Estate Email: shelton@sheltonwilder.com Phone: +1 (310) 997-7059 Website: www.sheltonwilder.com Instagram: @sheltonwilderestates Facebook: www.facebook.com/shelton.wilder LinkedIn: www.linkedin.com/in/sheltonwilder

    48 min
  8. Designing Homes as Experiences: Architecture, Process & Purpose with Christian Robert

    Feb 16

    Designing Homes as Experiences: Architecture, Process & Purpose with Christian Robert

    Welcome back to Wilder Possibilities, hosted by Shelton Wilder - luxury Los Angeles Realtor, CEO, and female entrepreneur. Today’s episode features Christian Robert, architect and co-founder of Office Untitled. In this conversation, Shelton and Christian talk about his journey into architecture, founding a design-driven firm in Los Angeles, and how thoughtful architecture is shaped by process, partnership, and lived experience. We dive into: Christian’s path from Germany to Los Angeles and into architectureLeaving the corporate world to co-found Office UntitledWhy architecture is built on partnership, trust, and collaborationDesigning homes as experiences, not just structuresHow scale, site, and landscape shape architectural decisionsThe creative process behind designing and building his own homeUsing light, materials, and nature to influence how a home feelsProblem-solving through design, from climate to energy considerations Los Angeles as a place for architectural experimentation and opportunityWhat’s next for Office Untitled, including future projects and public exhibitions WATCH MORE WILDER POSSIBILITIES Subscribe for inspiring conversations with entrepreneurs, creatives, industry leaders, and big thinkers shaping what’s possible. CONNECT: Christian Robert: Office Untitled Instagram: https://www.instagram.com/officeuntitled LinkedIn: https://www.linkedin.com/in/christian-robert-757599/ Office Untitled Website: https://www.officeuntitled.com/people/christian-robert/ Shelton Wilder | Christie’s International Real Estate Email: shelton@sheltonwilder.com Phone: +1 (310) 997-7059 Website: www.sheltonwilder.com Instagram: @sheltonwilderestates Facebook: www.facebook.com/shelton.wilder LinkedIn: www.linkedin.com/in/sheltonwilder

    54 min
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About

Welcome to the Wilder Possibilities Podcast! Join Shelton Wilder, a serial entrepreneur who received her "click" in 2016 when she dove into Real Estate quickly becoming one of LA's most beloved top agents. Shelton loves entrepreneurs, business owners and visionaries and wants to know their "click" – that moment of clarity when they knew they were onto something big. From sharing successes to unraveling the intricacies of building brands and businesses, this podcast celebrates the diverse journeys of creators and business owners.

Information

  • Creator
    Shelton Wilder || Hype Boss
  • Years Active
    2025 - 2026
  • Episodes
    54
  • Rating
    Explicit
  • Copyright
    © 2025 Wilder Possibilities
  • Show Website
    Wilder Possibilities