What happens when you realize you are not built to follow someone else’s blueprint?

In this episode of Yes And Land with Ryan Gregerson, Ryan welcomes entrepreneur Ryan Brown for an honest conversation about rejecting traditional career paths and building something aligned with purpose. After graduating early from the University of Utah with a marketing degree, Ryan faced major corporate opportunities. Instead of stepping into a conventional role, he chose entrepreneurship.

From medical billing to launching a fractional business management model for physicians, Ryan Brown shares how he built a service-driven business that supports medical practices without becoming just another employee.

This episode explores entrepreneurship, leadership, career pivots, risk tolerance, and how to design your professional life around your values.

If you are considering starting a business, shifting careers, or redefining success, this conversation will resonate.

🎯 Actionable Items

• Conduct a personal “wiring audit.” Are you a builder or operator?
• Identify skills you can monetize independently.
• Explore fractional consulting opportunities in your industry.
• Define what success means beyond salary or title.
• Say “Yes” to your current reality. Add “And” to what’s possible next.

00:00 – Why Corporate Wasn’t the Dream

03:12 – Graduating Early & Corporate Offers

06:45 – “I’m Not Built to Be an Employee”

10:18 – Turning Down Big Brand Opportunities

14:22 – Entering the Medical Billing World

18:10 – The Birth of a Fractional Business Model

23:40 – Serving Physicians as a Strategic Partner

29:05 – Entrepreneurship vs. Employment Mindset

34:12 – Designing Life Around Family & Values

39:30 – What Success Really Means

43:15 – Actionable Advice for Career Pivots

47:00 – Say Yes. And Land.

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Say yes to your current reality. And land in your next chapter.

What if the biggest thing holding you back online isn’t your skill — but your need to look perfect?

In this episode of Yes And Land, Ryan Gregerson sits down with Jana Oman to explore authenticity, personal branding, and the pressure to show up polished in a world obsessed with highlight reels. Jana shares her journey from learning to code in the early MS-DOS era at just eight years old to carving out a unique identity in real estate by embracing who she truly is.

Through the lens of Disney’s Encanto, they unpack the emotional weight of expectations, imposter syndrome, and the freedom that comes when you stop performing and start being yourself.

If you’ve struggled with confidence, overthinking your content, or wondering whether you’re “enough” to show up online, this conversation is for you.

Actionable Takeaways

• Audit where you’re performing instead of connecting.
• Rewrite your bio to reflect who you actually are.
• Share one honest, imperfect story this week.
• Stop copying industry templates and experiment with your voice.
• Choose clarity and alignment over polish and perfection.

Authenticity isn’t a branding tactic. It’s your advantage.

CHAPTERS

00:00 – Why Showing Up Online Feels So Hard

01:00 – Introducing Jana Oman

02:00 – Coding at Age Eight (MS-DOS Era!)

03:00 – Discovering College Was Possible

05:30 – The Pressure to Perform Online

10:00 – Lessons from Encanto

15:45 – Authentic Personal Branding

22:00 – Letting Go of Perfection

28:00 – Your Flaws Are Not Disqualifiers

34:00 – What Real Breakthrough Looks Like

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Your breakthrough may start with letting go of perfection.

🎙️ Yes And Land — Podcast Show Notes

Host: Ryan Gregerson Guest: Kenton Walker Episode Theme: Mentorship, growth mindset, and leading with experience

🌱 Episode Overview

In this thoughtful and wide-ranging episode of Yes And Land, Ryan Gregerson sits down with attorney Kenton Walker to explore the true meaning of mentorship—and why it matters more than ever in fast-paced, high-pressure professional environments.

Kenton shares his unconventional career journey, from pharmacist to patent litigator to family law attorney, and reflects on how each chapter shaped his approach to people, leadership, and learning. At the heart of the conversation is a powerful idea: mentorship isn’t about having all the answers—it’s about sharing experience, building trust, and guiding others through uncertainty.

The discussion dives into how mentorship prevents burnout, strengthens workplace culture, and creates space for growth on both sides of the relationship. Kenton also opens up about learning through mistakes, mentoring without titles, and why being a “guide” often matters more than being an expert.

To round things out, the episode features a fun movie tie-in with The Intern, plus a rapid-fire “This or That” segment that gives listeners a glimpse into Kenton’s personality beyond the courtroom.

✨ Actionable Takeaways:

1. Put down distractions, and observe
2. Look for opportunities around you where someone is struggling or needs help
3. When you do, and the need for advice arises, use this line: “Here was my experience...”

🎬 Movie Tie-In

• The Intern (Robert De Niro) — mentorship across generations, humility, and shared wisdom

🎧 Listen & Subscribe

If you’re navigating leadership, career growth, or simply looking to be a better guide for the people around you, this episode offers practical insight and genuine inspiration.

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What does it really take to step into the unknown—especially when fear, comfort, and outside doubt are pulling you back?

In this episode of Yes And Land with Ryan Gregerson, Ryan is joined by Sophie Gardner, President of Ultimate Advisors and Director of Client Solutions at RCG Law Group, for a powerful conversation about courage, change, and personal evolution. Sophie shares her unconventional career journey from real estate into private equity and high-level business leadership, highlighting the mindset shifts required to take meaningful risks.

Together, Ryan and Sophie explore why humans cling to familiarity—even when it no longer serves them—and how fear, emotional loops, and external pressure can keep people stuck. The episode offers practical tools like gratitude practices, emotional naming, and visualization to help listeners reframe their reality and move forward intentionally. A Disney Tangled metaphor brings these lessons to life, showing how Rapunzel’s leap from the tower mirrors our own moments of transformation.

If you’re ready to rewrite your story and move toward a more aligned future, this episode will meet you exactly where you are.

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In this powerful episode of Yes And Land, host Ryan Gregerson welcomes entrepreneur and attorney Joey Carlson for a wide-ranging conversation on the transformative power of storytelling.

Joey shares how reframing narratives has shaped his journey through entrepreneurship, law, staffing underserved communities, and navigating divorce. From early business lessons to helping individuals rebuild their lives during some of their most difficult moments, this episode explores how belief, vision, and empathy can unlock real solutions.

The discussion dives into leadership, problem-solving, and why people often get stuck when they accept a single version of their story. Joey and Ryan also connect storytelling to pop culture with a thought-provoking breakdown of Beauty and the Beast, challenging who we label as heroes or villains and why narratives matter more than we think.

This episode is for anyone rebuilding, pivoting, leading, or searching for hope in the middle of change.

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Leadership isn’t always chosen. Sometimes it chooses you.

In this episode of Yes And Land with Ryan Gregerson, Ryan is joined by Just Blane, CEO of Ride The Wave Media and veteran audio producer with over 11,000 shows to his name. Together, they explore what it means to step into leadership when you’re unprepared, uncertain, or even unwilling.

Blane shares stories from his journey, from growing up on a Tennessee farm to producing major radio and streaming shows, revealing how curiosity, grit, and empathy shaped his path. The conversation connects leadership lessons to pop culture, including Star Wars: Andor, Disney storytelling, and why reluctant leaders often make the greatest impact.

This episode dives deep into purpose, perspective, and the power of understanding others, reminding listeners that leadership isn’t about control, but service. Whether you’re building a team, creating content, or navigating a pivot in life, this conversation offers insight, encouragement, and a powerful reminder: just take the first step.

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Emotional intelligence isn’t a buzzword, it’s a life skill. In this episode of Yes And Land with Ryan Gregerson, Ryan welcomes Miriam from the South Valley Chamber of Commerce for a thoughtful conversation about communication, leadership, and the power of genuine connection.

Miriam shares her journey from discovering the Disney College Program during the pandemic to becoming a Disney cast member and later stepping into a marketing leadership role shortly after graduating college. Along the way, she reflects on the lessons Disney teaches about safety, service, and empathy, and how those principles translate directly into business, networking, and community building.

The conversation expands into emotional intelligence in the modern world, especially as technology and AI reshape how we communicate. Ryan and Miriam explore why authenticity matters, how curiosity builds trust, and why real connection can’t be automated. They also unpack surprising life lessons from Pixar’s Elemental, using the film as a metaphor for communication, cultural expectations, and finding your own path.

This episode is a reminder that growth doesn’t happen alone. Community, honesty, and human connection are essential ingredients for both personal fulfillment and professional success.

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Episode Summary

What happens when we stop responding to life, conflict, and pain with “but” and start responding with “yes, and”?

In this opening episode of Yes And Land with Ryan Gregerson, Ryan introduces the core philosophy behind the podcast: validation as the starting point for growth. Drawing from personal experience, relationships, leadership, and lessons borrowed from improv comedy, Ryan explores how acknowledging someone’s lived experience creates space for empathy, connection, and meaningful conversation. This episode unpacks why even well-intentioned responses can feel dismissive, how curiosity outperforms judgment, and why being a peacemaker doesn’t mean avoiding disagreement.

Inspired by storytelling, pop culture, and the creativity of shows like Whose Line Is It Anyway, Ryan reframes “yes, and” as both a communication skill and a life practice. From marriage and parenting to leadership and navigating hard seasons, this conversation invites listeners to honor what they’ve been through without staying stuck there. The goal isn’t fixing people or winning arguments, but creating space for hope, growth, and kindness.

If you’re craving deeper conversations, better communication, and a mindset for moving forward without erasing the past, Yes And Land is your new landing place.

Resources & References

• Whose Line Is It Anyway (improv comedy inspiration)
• Storytelling through Disney films
• Fantasy novels by Brandon Sanderson

Listen, Subscribe & Connect

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🌊 Visit Ride The Wave Media 👉 https://www.ridethewave.media

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