High, Low and Unexpected
In this podcast, we explore the remarkable successes, challenges, and unexpected turns that entrepreneurs encounter in their careers.
- Indexed episodes, last 90 days
- 11
- Latest publication
- Sep 16, 2026
- Audience
- Checking…
- Earliest in this view
- Jul 9, 2026
Latest episodes
The Slow Roots Manifesto: Technical Perfectionism, The 2 AM Dark Dungeon, and Shifting the Legacy Target (ft. Kati & Alex Jennings) (opens the original)
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This week on High, Low, and Unexpected, Shaun hosts the show's very first dual-guest dynamic, sitting down with the phenomenal husband-and-wife wedding photography team, Kati and Alex Jennings. Operating out of the intense summer climate of Houston, Texas, Kati and Alex have spent the last decade building a pristine, true-to-life, and deeply classic photography brand. From Kati's early days launching the studio at nineteen while navigating business school, to Alex leaving his corporate engineeri
The Freedom Illusion: Time-Capped Services, Motherhood Guilt Matrix, and the Power of Strategic Priority Stacking (ft. Sarah Smith) (opens the original)
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This week on High, Low, and Unexpected, Shaun sits down with Sarah Smith, a brilliant Dayton, Ohio-based brand architect, website engineer, visual designer, and high-end brand photographer. Following their deep operational discussions in line at the Creative Educators Conference, Sarah steps up to analyzed a major friction point facing modern creators: the structural trap of shifting out of corporate design environments only to construct an exhausting business framework that accidentally leaves
The Unflappable Blueprint: 911 Crisis Realities, The Pit of Despair, and Masterminding Emotional Regulation (ft. Melody MacDonald) (opens the original)
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This week on High, Low, and Unexpected, Shaun sits down with Melody MacDonald, a phenomenal school and family photographer, dynamic workshop creator, and specialized communication mentor based in the scenic expanse of North Idaho. Having spent over two and a half decades operating at the highest level of emergency public safety as an elite 911 dispatch commander and call taker in California, Melody recently executed a massive geographic pivot, relocating her entire operational system across stat
The Red Line of Success: Overachiever Scarcity, Blood Transfusions, and Unleashing Your Harness Power (ft. Geily Romero) (opens the original)
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This week on High, Low, and Unexpected, Shaun sits down with Geily Romero, an extraordinary Miami-based CFO strategist, agency consultant, and community architect for women in finance. Operating out of the hyper-linear corporate matrix before launching her independent brand nine years ago, Geily has spent the last decade acting as a critical financial translator for creative entrepreneurs who love executing their art but completely freeze when confronted with complex profit margins, corporate ta
The Architecture of Intent: Harvard Realities, The Luxury Burnout Matrix, and Reclaiming Your Unshakable Purpose (ft. Juliana Tomlinson) (opens the original)
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This week on High, Low, and Unexpected, Shaun sits down with Juliana Tomlinson, a phenomenal Lancaster, Pennsylvania-based wedding photographer, international educator, and neuro marketing specialist. Originally from Brazil—where she managed dynamic media operations and hosted national radio broadcasts alongside major political figures—Juliana faced a profound identity shift upon moving to the United States. Having to navigate a complex language barrier and the psychological weight of a heavy in
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