In this episode of Unconventional Wisdom about Conventional Wisdom, I sit down with Ashley Bundis for an honest and reflective conversation about leadership, growth, and the realities of navigating change over the course of a career.

Ashley and I talk openly about what it means to evolve professionally when the path forward isn’t always clear or linear. She shares insights from her own journey, and together we explore how experience, perspective, and self-awareness shape the way we lead, make decisions, and define success for ourselves.

We dig into important topics including:

Trusting your instincts when facing career transitions

Letting go of outdated or inherited definitions of success

How confidence shifts over time—and how doubt still shows up

The role of self-awareness in effective leadership

Navigating change without forcing yourself into conventional expectations

This conversation is thoughtful, grounded, and deeply relatable for anyone questioning their next step or reassessing what growth really looks like at this stage of life.

If you’re looking for reassurance that you don’t need all the answers to move forward—just honesty, reflection, and the willingness to listen to yourself this episode is for you.

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In this episode of Unconventional Wisdom about Conventional Wisdom, I sits down with Kelly Schuknecht, Founder and Chief Elevation Officer of Two Mile High Marketing, for a candid, deeply human conversation about leadership, entrepreneurship, and learning to trust yourself when there is no clear roadmap.

Kelly shares her own unexpected career path from studying Spanish and spending 20 years working behind the scenes to taking the leap into entrepreneurship and stepping into the spotlight as a thought leader. She speaks openly about starting a business later in life, how being laid off became a turning point rather than a setback, and why waiting to feel “ready” can quietly keep you stuck.

Together, Kim and Kelly reflect on the mindset shifts that happen when you move from employee to business owner especially the challenge of letting go of doing everything yourself and redefining what meaningful work really looks like as a leader. Kelly also opens up about her fear of public speaking, moments of imposter syndrome, and the uncomfortable growth required to build confidence, visibility, and momentum.

This conversation also dives into:
* Why you don’t need a linear career plan to succeed
* The connection between storytelling, language, and thought leadership
* Getting comfortable with sales by reframing it as service
* Why personal branding can feel awkward but still be essential
* Learning to listen to your intuition instead of external expectations
* How leadership confidence grows through action, not perfection

Listen, learn, and don’t forget to share with someone who needs this!
Listen on Spotify @Kim Miller - Hershon https://open.spotify.com/show/3roK1Ay...
Listen on Apple Podcast @Kim Miller - Hershon https://podcasts.apple.com/us/podcast...
Website :https://www.kimmillerhershon.com
Connect with me on Linkedin : / kmillerhershon

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In this episode of Unconventional Wisdom about Conventional Wisdom, I had the absolute pleasure of sitting down with Cat How, the Co -Founder and Executive Creative Director of the global branding agency How and How. Cat’s journey from studying literature to shaping one of the most admired creative studios reminds us that careers don’t have to follow the rules to be remarkable.

Our conversation explores the kind of leadership that feels both modern and deeply human. Cat opens up about why she believes transparency especially around money is a non-negotiable part of healthy company culture, and how she and her husband/partner build a team where creativity can truly thrive. One of my favorite topics we dive into is her “Goldilocks” approach to team size and structure, and how it helps keep creative teams aligned, supported, and empowered.

We also discuss the realities behind the scenes: navigating imposter syndrome, embracing flexibility as the business expands, and the underrated power of documentation. Cat brings such refreshing honesty and clarity to every topic—this episode is packed with insights for leaders, creatives, and anyone building something meaningful.

Cat’s unconventional transition from literature to design

How she built How and How into a globally recognized creative agency

The importance of transparent leadership, especially around pay

Why documentation is essential for a growing creative team

The “Goldilocks size” approach to team structure

How culture is intentionally created and maintained across continents

Navigating performance reviews and open conversations about money

This conversation is packed with practical insights and unconventional lessons for entrepreneurs, business leaders, and anyone rethinking what success truly means.

Listen on Spotify @Kim Miller - Hershon https://open.spotify.com/show/3roK1Ay...
Listen on Apple Podcast @Kim Miller - Hershon https://podcasts.apple.com/us/podcast...
Website :https://www.kimmillerhershon.com
Connect with me on Linkedin : / kmillerhershon

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.