Show Me Yours

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24 episodes listed below

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Local business lessons without the polish.

The gist

Show Me Yours follows Rhianna Werner and Jason Sheffield through frank conversations with entrepreneurs, community leaders, and local operators. The tone is loose, funny, and practical, with business lessons pulled from real stores, agencies, media ventures, nonprofits, and growing teams.

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About Show Me Yours

Show Me Yours is a business show with a local pulse and a high tolerance for imperfection. Rhianna Werner and Jason Sheffield sit with entrepreneurs, operators, marketers, publishers, retailers, and community leaders who are willing to talk about the parts of growth that rarely make the polished bio. The result is practical, personal, and openly conversational. Episodes often begin with a warm introduction, a little teasing, and a map of how the guest fits into the Southern Colorado business scene. Then the show gets to the harder material. Guests discuss being overlooked, staying visible, surviving shutdowns, building retail locations, rebranding, using AI, leading through growth, awkward selling, and the financial pressure that can make entrepreneurship feel briefly impossible. It is not a lecture format. It is closer to a roundtable where trust already exists. Colorado Springs appears often as both a market and a character, especially in conversations about relational business culture, regional identity, media, downtown ventures, and community credibility. The show also reaches into Summit County and nearby business communities, keeping its attention on owners and leaders with tangible stakes. A recurring segment, The Bucket, gives the series a playful structure. Its questions push guests toward stories about failure, novice assumptions, vulnerable lessons, and business situations that did not go according to plan. The humor keeps things loose. The business substance keeps it from becoming casual chatter. Rhianna and Jason are comfortable with tangents, but the episodes repeatedly circle back to what founders learned after the uncomfortable part. That makes the show useful for people building companies in real communities, where reputation, relationships, and persistence matter as much as strategy. Its editorial center is not overnight success. It is the messy middle: the pitch that felt strange, the role that outgrew the founder, the brand transition still in motion, the store that became another venture, the local publication trying to tell a broader story. Show Me Yours works because it treats those moments as evidence. Business leadership is shown as something learned in public, through stress, humor, repair, and a willingness to say what actually happened.

Made for: Built for entrepreneurs, small business owners, local marketers, and community-minded leaders who want candid stories from operators in the field. It especially suits listeners interested in Southern Colorado business culture and founder-level lessons.

What sets it apart: The show pairs local-business intimacy with a recurring question-bucket format that steers guests toward specific mistakes and lessons. Its conversations feel less like expert panels and more like trusted peers comparing the real cost of growth.

In their own words

We’re pulling back the curtain on business leadership and getting into the nitty-gritty. Show Me Yours is the podcast where successful business leaders bare it all and share their biggest oops moments—yes, we’re talking about the worst mistakes they’ve ever made and the hard-earned lessons that followed. Think you’re the only one who’s messed up royally? Guess again. Our guests are getting real, vulnerable, and yes—we're making it fun. Expect a wild ride of honest confessions, a little bit of laughter (ok, a lot), and invaluable insights you’ll want to hang onto.

Why you'd press play

Business bravado lasts until the question bucket asks what you only pretended to have mastered.

Press play if you want

  • candid company-building stories that include financial panic and bruised confidence
  • Colorado business talk where relationships matter more than networking theater
Read the full recommendation in PlayNext →
Southern Colorado business cultureentrepreneurial mistakeslocal marketing and visibilityleadership during growthretail and storefront expansionAI and business changecommunity relationshipsawkward sales moments

Talks about

Best episodes of Show Me Yours

Short reviews from the PlayNext desk, based on the episodes we processed.

Why Colorado Springs Businesses Are Being Overlooked (And How to Fix It)Apr 8, 2026

A local-business conversation about identity, reach, and Colorado Springs' evolving story.

This episode offers a clear, grounded look at Colorado Springs, its changing self-image, and the next phase of growth around it. Dirk Hobbs comes across as a publisher with real reach across Colorado, and the conversation works best when it ties business culture to place:…

When “Showing Up” Is the Strategy (Even When It Sucks)Mar 25, 2026

A blunt small-business conversation about the cost of staying independent.

Show Me Yours frames a crowded small-business conversation around a familiar pressure point: what it costs to keep control of your own work. Andrew Hasley and the other guest are introduced as serial entrepreneurs and leaders in the small-business community, and the talk settles…

The Anti-Sales Marketing Strategy: How Wolf and Key Built Their Empire on Authentic Client Connections!Jul 16, 2025

A candid, useful conversation about trust, expertise, and learning to pitch with less polish.

Show Me Yours uses a conversation with Wolf and Key to consider how trust, usefulness, and confidence shape business development. Rihanna and Jason talk with Adam and Jocelyn about the public-facing work behind BRW and HR Branches as the two businesses move toward a merger,…

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Episodes

  1. 1

    The Law Changed Again. Your Google Search Won’t Save You.

    May 30, 2026·1h 6m
  2. 2

    New Co-Host, Brian Has Entered the Building: Joy, Mistakes, and Business Boundaries

    May 13, 2026·51m
  3. 3

    From Bomb Squad to Business Owner

    Hidden gem

    Show Me Yours interviews Mike Gerrard, founder of 300 Days of Shine, about converting an Afghanistan EOD experiment into a Colorado distilling business.

    Apr 22, 2026·56m·3 clips
  4. 4

    Why Colorado Springs Businesses Are Being Overlooked (And How to Fix It)

    Hidden gem

    ["Show Me Yours has Rhianna Werner and Jason Sheffield talking with Dirk Hobbs, publisher of Colorado Media Group, about why Colorado Springs business coverage needed a regional frame.", "Hobbs says the Southern Colorado Business Forum and Digest was built because the old coverage was \"pretty shallow\" and missed how Colorado Springs connects with Pueblo, Walsenburg, Trinidad, Douglas County, Castle Rock, Lone Tree, Canyon City, Woodland Park, and the Eastern Plains.", "He argues that national perception still reduces Colorado Springs to church shootings, Club Q, and protests, even though the region has aerospace, defense, cyber, advanced manufacturing, quantum computing, tourism, and five active military installations.", "The second half turns into a media-business argument, with Hobbs defending source-verified reporting, regional context, and Colorado Media Group's omni-media model across radio, television, print, digital, web, streaming, and podcast."]

    Apr 8, 2026·1h 27m·5 clips
  5. 5

    When “Showing Up” Is the Strategy (Even When It Sucks)

    Hidden gem

    ["Show Me Yours centers Andrew Hasley and Marcus Alvarado on Booth Bingo, podcast growth, and the value of showing up.", "Jason Henry hosts Hasley and Alvarado as they explain how Jay Dial's paper-card idea became Booth Bingo Lite over the weekend.", "The conversation also covers J.W.

    Mar 25, 2026·58m·4 clips
  6. 6

    A Marketing Fail, COVID Shutdowns, and Four Stores Later: Two Sisters Build a Retail Empire

    Rihanna Werner and Jason Sheffield interview sisters Allison and Aria Johnston, owners of Everything Colorado's four gift and souvenir shops in Summit County.

    Mar 11, 2026·59m·4 clips
  7. 7

    Fires, Fight, and the 23rd Space: How Yobel & Look Up Gallery Built a Community-Fueled Comeback

    Hidden gem

    Hosts Rhianna Werner and Jason Sheffield introduce season two of Show Me Yours, reflecting on the transition from BRW and HR branches to Savion and the introduction of 'The Bucket' for guest questions.

    Feb 25, 2026·56m·2 clips
  8. 8

    From Cool Boss to Real Leader: Lessons from Kaaum’s Explosive Growth

    Hidden gem

    Rebecca Moore, co-owner of Calm, a Medicaid-funded provider founded in 2014, explains how the agency grew from about 20 employees to well over 120.

    Oct 1, 2025·1h 18m·2 clips
  9. 9

    Why Your Fear of Ai is a Business Killer

    Jonathan Liebert discusses why fear of AI is detrimental to business growth and shares insights on embracing AI for small business success.

    Aug 28, 2025·1h 17m
  10. 10

    From Plan to Purpose: How Finding Your "Why" Changes Everything w/ Brandon Eldridge

    Aug 13, 2025·1h 6m
  11. 11

    Beyond the Legal Briefs: An Entrepreneur's Raw Confessions on Growth, Panic, and Pivots

    Jul 30, 2025·48m
  12. 12

    The Anti-Sales Marketing Strategy: How Wolf and Key Built Their Empire on Authentic Client Connections!

    Show Me Yours introduces Wolf and Key partners Adam and Jocelyn as the digital marketing team helping merge BRW and HR Branches.

    Jul 16, 2025·59m·4 clips
  13. 13

    Don’s Entrepreneurial Journey From RV Life to Coffee Empire

    Jun 18, 2025·56m
  14. 14

    Beyond the P&L: The Nitty-Gritty of Entrepreneurship

    Jun 5, 2025·55m
  15. 15

    Tired of the "Perfect" Business Facade?

    May 22, 2025·56m
  16. 16

    From Blue Hair to Business Wins: Mastering the Art of Saying No

    May 7, 2025·1h 5m
  17. 17

    The Art of Empowerment: Kristen's Path to Personal and Community Impact

    Apr 23, 2025·1h 1m
  18. 18

    Beyond the Grind: Lessons on Developing Leadership While Building a Retail Empire

    Hosts interview Jeffrey Radspinner, managing member of Venture Surplus, about his journey building a retail empire and lessons in leadership.

    Apr 9, 2025·45m
  19. 19

    Listening to the Unspoken: The Art of Building Brand Identity in Commercial Spaces

    Mar 26, 2025·48m
  20. 20

    When the King Speaks: Leadership Lessons from the Entertainment Biz with Matt Stoneback

    Hosts Rhianna Werner and Jason Sheffield interview Matt Stoneback, founder of Eddie Sound and Rockbox, about his journey in the entertainment industry and leadership lessons.

    Mar 12, 2025·1h 18m
  21. 21

    Bend, don't break: How Cambio Yoga Built a Successful Yoga Studio all on Donations

    Feb 26, 2025·1h 23m
  22. 22

    Burner Phones and Business Bones: How Melissa Scruggs has built a resilient business

    Melissa Scruggs shares her experience building a resilient business post-COVID, transitioning from fully remote to a hybrid workforce.

    Feb 12, 2025·52m
  23. 23

    Business, Brilliance, and a Dash of Sass: Heather McBroom Unplugged!

    Entrepreneur Heather McBroom reflects on her biggest business mistakes, all related to trust, employees, and leadership, in an interview on Show Me Yours.

    Jan 29, 2025·38m
  24. 24

    Expanding Too Fast: How Ambition Almost Broke Wayfarer Vans

    Jan 14, 2025·48m