In this podcast, we explore the remarkable successes, challenges, and unexpected turns that entrepreneurs encounter in their careers.
High, Low and Unexpected
Claim This Podcastby Shaun Gordon
5.0(7 reviews)
47 episodes
Updated Weekly
Accepts GuestsHas Sponsors
30
Podcast Authority
BetaPoorBased on show quality, social media presence, reviews, charts, and more
Quality36
Social0
YouTube0
Engagement60
Podcast Overview
In this podcast, we explore the remarkable successes, challenges, and unexpected turns that entrepreneurs encounter in their careers.
Language
🇺🇲
Publishing Since
4/10/2024
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30
Podcast Authority
BetaPoorBased on show quality, social media presence, reviews, charts, and more
Quality36
Social0
YouTube0
Engagement60
6
Excellent Areas
1
Good Performance
12
Growth Opportunities
excellent
Episode Length
56 minutes
Performing excellently!
good
Show Experience
27 episodes over 1.4 years
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needs improvement
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Every 19 days
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Recent Episodes
August 5, 2026
The Frame of Accountability: Reclaiming Back-Burner Dreams, Out-of-Focus Realities, and the Hidden Gift of Pain (ft. Amanda McKinney)
<p>This week on High, Low, and Unexpected, Shaun sits down with Amanda McKinney, a Tulsa-based accountability coach, author, and strategic positioning specialist. Originally a Florida native who navigated the structural shift of moving inland to Oklahoma, Amanda spent years climbing the corporate ladder as a high-level marketing director before an unexpected department-wide layoff forced her into the world of accidental entrepreneurship. Today, she helps highly successful female founders strip away the structural clutter of their businesses to finally execute the legacy goals they've left on the back burner.</p><p>In this episode, you’ll hear:</p><ul><li><p><strong>The "One-Year Manuscript" High:</strong> Amanda shares the complicated reality of writing and publishing her acclaimed book, Why Not You? An Accidental Entrepreneur’s Guide to Success, within a single calendar year. Discover what it actually feels like to hold your physical book for the first time, why she completely skipped a traditional launch party due to severe self-doubt, and the retrospective pride she feels today for executing a high-stakes legacy project while her personal life was completely out of alignment.</p></li><li><p><strong>The "Out-of-Focus Blur" Low:</strong> A hilarious, gut-wrenching, and entirely human look at the worst operational failure of Amanda’s career. She details spending an entire grueling day scripting and filming a premium digital marketing course—only to upload the cards and discover every single second was completely out of focus. Learn why she immediately crawled into her closet to record a raw, unfiltered podcast episode mid-crisis and why she has operated with a non-negotiable checklist margin ever since.</p></li><li><p><strong>The " severance Strategist" Unexpected:</strong> What happens when the corporate safety net disappears overnight? Amanda recounts the shock of being laid off in her early thirties and the incredible job interview where she actively talked herself out of a traditional position—convincing the company to hire her as an independent external consultant before she even owned a registered business name.</p></li></ul><p>From Shaun’s first public deceleration of his disruptive vision for Kiss Books—using the wedding album framework to actively combat global divorce rates—to structural boundaries and brain dynamics, this conversation will challenge you to evaluate your cognitive limitations, release your artificial "shoulds," and step directly into your true zone of execution.</p><p>Listen now on High, Low, and Unexpected.</p><p>📖 Ready to step off the corporate treadmill? Grab your copy of Amanda’s blueprint and explore her full positioning framework at <a href="https://amandamckinney.com/"><u>AmandaMcKinney.com</u></a> or slide into her DMs on Instagram @amandamckinneycoach to share your biggest transactional takeaways!<br></p>
July 29, 2026
The Architecture of Order: Releasing the Visionary, Porsche Swinging Legacies, and Ordering the Chaos (ft. Chynna Benton)
<p>This week on High, Low, and Unexpected, Shaun sits down with Chynna Benton, the brilliant founder of Byte Bodega and a high-level Online Business Manager (OBM) and integrator for creative CEOs. Operating out of the Boston area, Chynna specializes in step-by-step operational management for educators, membership creators, agency owners, and coaches who have successfully scaled their front-end offers but are drowning in the day-to-day background execution of their own brands.</p><p>In this episode, you’ll hear:</p><ul><li><p><strong>The "Accidental Side-Hustle" High:</strong> Chynna breaks down her incredible business origin story. Starting in wedding and events management, she took a digital technology course in 2016 simply to fight for a corporate raise. Discover how an excuse to "just practice building a website" rapidly spiraled into a full client roster, allowing her to confidently hand in her notice six months later when upper management failed to match her market value.</p></li><li><p><strong>The "Amsterdam Curveball" Low:</strong> A deeply moving and transparent look at running a people-first business during unexpected family tragedy. Chynna shares the devastating reality of losing her beloved grandmother via a FaceTime call while thousands of miles away on a strict off-grid vacation in Amsterdam. She details the exhaustion of missing flights, emotional breakdowns at the KLM customer counter, and how having airtight operational documentation allowed her to take a month off to mourn with her family while her clients' systems continued to run seamlessly.</p></li><li><p><strong>The "Course Launch Pivot" Unexpected:</strong> What happens when you spend a year and a half building a self-paced training program, only to realize you absolutely detest being the public face of the brand? Chynna opens up about hitting a wall of burnout, entering a three-day silent notebook retreat in her apartment, and making the bold, unexpected U-turn to return to behind-the-scenes operations—proving that changing your mind is one of the most powerful tools an entrepreneur owns.</p></li></ul><p>From the difference between a Virtual Assistant (VA) and an Online Business Manager (OBM) to analyzing the energy drain on your personal battery using electric vehicle metaphors, Chynna’s framework is an outstanding masterclass in organizational engineering.</p><p>Listen now on High, Low, and Unexpected.</p><p>📦 Ready to protect your brand from systemic fires? Chynna is offering our community her premium, step-by-step Chaos Proof Your Business blueprint. Head over to <a href="https://bytebodega.com/"><u>ByteBodega.com</u></a> to audit your structural holes!</p><p>📸 Connect with Chynna: Follow her highly operational behind-the-scenes updates on Instagram @byte_bodega or join her hilariously unhinged community newsletter list.</p>
July 22, 2026
The Frame of Courage: In-Person Sales Mastery, High School Haters, and the Legacy of the Shutter (ft. Matthew Orbaugh)
<p>This week on High, Low, and Unexpected, Shaun sits down with an absolute prodigy of the modern photography scene, Matthew Orbaugh. Based in the Indianapolis area with a dedicated studio in Zionsville, Matthew has built a soaring trajectory as a premier senior portrait photographer and editorial visual artist. What makes this conversation incredibly special is that Matthew is the exact photographer who captured Shaun’s daughter Haley’s wedding in August 2025—navigating a deeply personal family milestone with unparalleled maturity.</p><p>In this episode, you’ll hear:</p><ul><li><p><strong>The "In-Person Sales" High:</strong> Matthew details his monumental pivot away from the traditional, volume-based "shoot and burn" business model to a high-end, in-person sales (IPS) method right after graduating high school. Discover how charging premium rates allowed him to increase his revenue by three times while working less, elevating his brand from a simple digital transaction to a luxurious, sensory-driven senior experience.</p></li><li><p><strong>The "33-Year-Old Hater" Low:</strong> A shocking, raw account of the toxic side of local industry competition. Matthew vulnerably shares what it felt like as a young creator to be systematically targeted, bashed to friends, and harassed in his Instagram DMs by a seasoned 33-year-old female photographer intent on shutting his business down. He breaks down the exact mindset shift required to convert cyber-bullying into direct fuels for professional success.</p></li><li><p><strong>The "Relational Blueprint" Unexpected:</strong> A beautiful look at the profound network generated by a camera lens. Matthew reflects on how skipping the traditional college path allowed him to cultivate long-term, multi-city friendships, past clients running into him at university towns, and the deep emotional permanence of designing tangible custom albums that outlive depreciating luxury items.</p></li></ul><p>From dynamic show choir pep talks given by legendary instructors to the exact strategy required to become the most expensive creative in your zip code, Matthew’s framework is an outstanding blueprint for any artist trying to conquer corporate self-doubt.</p><p>Listen now on High, Low, and Unexpected.</p><p>📸 Ready to transform your visual framework? Follow Matthew’s funky fashion editorials and real-time studio updates on Instagram @mattheworbaughphoto.</p>
47 total episodes available
Recent guests on High, Low and Unexpected
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Adrian Kayler
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Mycha Mills
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Louisa Vilardi
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Rebecca Rice
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Frequently asked questions
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- What is High, Low and Unexpected?
- How often does this podcast release new episodes?
This podcast updates weekly.
- Where can I listen to this podcast?
This podcast is available on 6 platforms including Apple Podcasts, Spotify, and more. You can also use the RSS feed directly.
- Does this podcast accept guests?
Yes, this podcast regularly features guests.
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