Wilder Possibilities

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This may be Shelton’s most personal episode of Wilder Possibilities yet. A conversation with the man who watched her story unfold from the very beginning... her dad, Raboteau "Rob" Wilder.

From wanting to completely “rebrand” himself as a young man to navigating the Vietnam draft lottery, Duke Law School, the Navy JAG Corps, federal prosecution, criminal defense, civil litigation, fatherhood, and five decades in the legal profession, Rob’s career was anything but a straight line.

But this conversation is about much more than law.

Shelton and Rob talk candidly about the decisions that change the direction of your life, knowing when it’s time to walk away from something that no longer feels right, taking risks without knowing exactly how they’ll turn out, supporting family through difficult seasons, and continuing to find purpose in your work at every stage of life.

We dive into:

• The original personal rebrand of reinventing yourself (before it was a buzzword)
• How the Vietnam draft unexpectedly helped shape Rob’s path into law
• Knowing when professional success isn't enough
• Federal prosecutor to criminal defense, and the case that made him walk away
• Fatherhood, raising Shelton, and the teenage micro-eye-roll
• The proposal Dad (almost) ruined

Sometimes “the click” isn’t one dramatic moment. Sometimes it’s a lifetime of decisions, pivots, mistakes, risks, and the willingness to keep moving forward.

Make sure you followWilder Possibilities for conversations about entrepreneurship, career reinvention, resilience, ambition, and the moments that change everything.

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What does the future of real estate look like in the age of AI?

In this conversation from Inman Connect San Diego 2026, Inman CEO Tom Bohn shares his journey into the residential real estate industry and his vision for transforming Inman for the next generation of agents and entrepreneurs.

Tom and Shelton discuss Inman 2.0, new AI-powered tools designed to turn real estate news and data into hyper-local social media content, the importance of building an active year-round community, and Inman’s plan to bring 1,000 local storytellers and citizen journalists onto its platform. He also shares where he sees Inman heading over the next three years, including plans to grow the community, expand further into the real estate ecosystem, and strengthen the company’s team and partnerships.

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Welcome back to Wilder Possibilities, hosted by Shelton Wilder — luxury LA Realtor, CEO, and female entrepreneur.

This week: Jeremy Davis, the "door-knocking king," on trading a teaching career for door-to-door alarm sales in 115° heat, shadowing Utah's top producers to break into real estate, losing his father mid-career, and building a coaching brand by giving away free training instead of selling a course.

We cover prospecting like a top producer, door-knocking safety for women agents, turning grief into purpose, and growing 65K+ followers by pushing through "the cringe."

Follow Jeremy @DavisSalesTraining

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Welcome back to Wilder Possibilities, hosted by Shelton Wilder. Today's episode features Kristi Cook, creator of Spill Sesh, the pop culture and celebrity commentary channel with over 700,000 YouTube subscribers.

For five years, millions of people watched her videos without ever seeing her face. Today, Kristi finally tells the whole story of Spill Sesh, starting with her origins in local broadcasting competitions led to building a 700K-subscriber pop culture channel.

We dive into:

• Kristi's start in broadcast journalism as a teenager and her national student TV competitions
• Moving to LA in 2016 and working her way up through TMZ
• Launching Spill Sesh anonymously in 2018 and the moment it went viral
• Leaving TMZ in 2022 to go all-in on content creation
• The story behind her 2023 face reveal after five years anonymous
• What's next? Red carpets, her own podcast, and maybe even a documentary

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Welcome back to Wilder Possibilities, hosted by Shelton Wilder — luxury Los Angeles Realtor, CEO, and female entrepreneur. Today's episode features Courtney Claghorn, Co-Founder & President of Sugared + Bronzed. In this conversation, Shelton and Courtney talk about how a $500 spray-tanning side hustle out of a Santa Monica apartment grew into a private-equity-backed beauty brand nearing 50 locations nationwide — and what it's really like scaling a business with your spouse.

We dive into:

• Courtney's path from Chicago to Boulder, Colorado, where she met her husband and future business partner, Sam
• The "click" moment — how one frustrating summer of overpriced spray tans sparked the idea
• Bootstrapping from their living room to their first real storefront on Montana Ave
• Building the Sugared + Bronzed brand and adding sugaring as the sugaring trend took off nationally
• Closing their first (and only) private equity round with Main Post Partners — right before COVID
• Running a near-50-location business with your spouse, motherhood, and what's next for the brand

Follow along on IG @sugaredandbronze / @courtneyclaghorn and book your appointment at sugaredandbronze.com

Make sure to follow @wilderpossibilities on Instagram so you never miss an episode and share the love

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One tweet about spotting Cameron Diaz changed the whole direction of her career.

Welcome back to Wilder Possibilities, hosted by Shelton Wilder — luxury LA Realtor, CEO, and entrepreneur. This episode: Emily Blair, founder of Emily Blair Media, on going from red carpet journalist to celebrity publicist.

We dive into:

• Her click moment at 17
• Working the red carpet beat at Us Weekly
• Why "no ego" is the real key to success in this industry
• Building a 25-person PR agency from a pandemic side hustle
• The truth about celebrity crisis management

@emilyblairmarcus | Emily Blair Media | Substack: Off the Record

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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 acquisition
• Her "shepherd" approach to servant leadership
• Healthcare price transparency in 2026, what's changing and why it matters
• Free preventive care most people never use
• Using 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

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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 10
• How James landed his first real estate job at 15½ by walking into a London brokerage with a photo instead of a résumé
• Moving 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 contacts
• Getting 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 on
• The 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 pipeline
• A candid closing conversation about sobriety, ethics, keeping your side of the street clean, and channeling addictive energy into building something great

Make sure to check out James Harris on Instagram at @jamesbondst @breezy.ai @harrisandpartners to follow along for more exciting updates.

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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 Philadelphia
• How sports and competition shaped Libby’s leadership style
• Playing Division I lacrosse and serving as team captain at the University of Richmond
• Lessons athletics taught her about discipline, teamwork, and time management
• Building meaningful relationships and leading teams in the entertainment industry
• Balancing ambition, family, and career growth
• The importance of culture, hiring, and surrounding yourself with the right people

Catch 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.

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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 Angeles
• How his upbringing shaped his mindset and ambition
• His transition into entrepreneurship and investing
• Perspectives on risk, growth, and scaling a business
• Financial strategy and insights around gold and long-term investing

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: [email protected] Phone: +1 (310) 997-7059 Website: www.sheltonwilder.com Instagram: @sheltonwilderestates Facebook: www.facebook.com/shelton.wilder LinkedIn: www.linkedin.com/in/sheltonwilder