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Hitting The Ceiling

EOS Worldwide
EOS Worldwide
Leadership
Work-Life Balance
Conequip
Pepper's Personal Assistants
Entrepreneurship
Ben Glass Law
Growth Strategy
Succession Planning
Little Italy Ristorante
Apple Inc.
Leadership Team
Dan Kennedy
Burnout
Ownership / Equity

Most entrepreneurs will tell you about the pivot, Hitting The Ceiling™ will tell you what happened the night before. Hitting The Ceiling, brought to you by EOS Worldwide is the perfect podcast for businesses, entrepreneurs, and key leaders and managers to talk about the moments they’ve never said out loud. Hitting the Ceiling is where business leaders and entrepreneurs talk about the moments they’... more

PublishesTwice weeklyEpisodes8Foundeda month ago
Number of ListenersCategories
ManagementBusinessEntrepreneurship

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Artwork for Hitting The Ceiling

Latest Episodes

Are you prepared for the identity shift that comes after success?

As Mary Nisi built Toast & Jam, Inc into a thriving company, the success created distance from the day-to-day, until the pandemic wiped out 564 weddings and exposed how little control... more

What signals are you ignoring because you hope things will “work out”?

As Kara Roberts built a thriving 30-person company, the systems worked for everyone, except her own leadership, where misalignment and avoided conversations quietly stacked benea... more

How do you know when your business is stealing from your life?

As Ben Glass built a thriving law firm through relentless marketing and reputation, the success didn’t just grow the business; it trapped him inside it, consuming his time and pulling hi... more

How do you step into leadership when you’re completely unprepared?

As Avery Ward stepped back into his family’s restaurant, what looked like a beloved community staple was quietly unraveling beneath the surface. With his father incapacitated, no sys... more

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Recent Guests

Kara Roberts
Founder, Pepper's Personal Assistants
Pepper's Personal Assistants
Episode: The Hidden Cost of Avoiding Hard Conversations Kara Roberts Founder, Pepper’s Personal Assistants
Ben Glass
Ben Glass, founder of Ben Glass Law; personal injury attorney with decades of experience
Ben Glass Law
Episode: When Growth Starts Stealing From Your Family with Ben Glass, Founder, CEO, BenGlassLaw
Avery Ward
CEO, Little Italy Ristorante
Little Italy Ristorante
Episode: When You’re Forced to Lead Before You’re Ready with Avery Ward, CEO of Little Italy Ristorante
Al Alexander
Co-founder of ConEquip
ConEquip
Episode: How Success Nearly Destroyed Their Friendship with Al Alexander & Ryan Loos of ConEquip
Ryan Loos
Co-founder of ConEquip
ConEquip
Episode: How Success Nearly Destroyed Their Friendship with Al Alexander & Ryan Loos of ConEquip
Sue Hawkes
CEO of YESS; co-author of Issues
YESS
Episode: The Power of Simplifying When Everything Collapses with Sue Hawkes, CEO of YESS!

Host

Mark O'Donnell
Host of the show; EOS Worldwide executive leadership

Chart Rankings

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Talking Points

Recent interactions between the hosts and their guests.

The Power of Simplifying When Everything Collapses with Sue Hawkes, CEO of YESS!
Q: What role did the book Issues play in your healing and in helping others?
Issues provided a framework to normalize struggle, turn it into growth opportunities, and give readers a practical path to act when faced with hard times; it also tied together personal experience with leadership theory to show that imperfection is a universal journey.
The Power of Simplifying When Everything Collapses with Sue Hawkes, CEO of YESS!
Q: How did you stay present for your family while everything was falling apart?
By creating daily rituals (SAVERS) and compartmentalizing crises so they wouldn't bleed into each other, along with leaning on a supportive network that offered tangible help, such as housing options, which preserved space for healing.
The Power of Simplifying When Everything Collapses with Sue Hawkes, CEO of YESS!
Q: What was the turning point that shifted your approach to leadership during the collapse?
Realizing that the only way to survive was to simplify, delegate, and rely on the systems I had built. I consciously moved from trying to control everything to creating a 'three-foot world' where I focused on immediate, tangible actions and leaned on my community for support.
How Success Nearly Destroyed Their Friendship with Al Alexander & Ryan Loos of ConEquip
Q: What was the turning point that allowed you to move from 'in the business' to 'on the business'?
Hiring a formal leadership team (marketing, HR, CFO) three and a half years ago and transitioning to work on the business full-time enabled faster acceleration and clearer accountability.
How Success Nearly Destroyed Their Friendship with Al Alexander & Ryan Loos of ConEquip
Q: How did you navigate through the early ceiling moments in the partnership?
We leaned on mentorship, opened up channels of communication, and brought in external counsel to guide us through difficult conversations, which helped us redefine roles and implement a structured leadership model.

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Frequently Asked Questions About Hitting The Ceiling

What is Hitting The Ceiling about and what kind of topics does it cover?

The series centers on real-world leadership crises faced by growth-stage entrepreneurs and the disciplined practices that help them break through barriers. Episodes feature leaders discussing how they designed scalable systems, clarified roles, delegated effectively, and built lasting cultures during moments when personal life, cash flow, or partnerships were under pressure. A recurring thread is applying a practical framework (often inspired by EOS) to navigate growth without sacrificing well-being, family dynamics, or core values. Listeners can expect concrete stories about turning missteps into repeatable processes, leadership accountability, and the resilience required to scale a business over the long term. Noteworthy throughlines incl... more

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Which podcasts are similar to Hitting The Ceiling?

These podcasts share a similar audience with Hitting The Ceiling:

1. At The Table with Patrick Lencioni
2. The Learning Leader Show With Ryan Hawk
3. The Tim Ferriss Show
4. Worklife with Molly Graham
5. How I Built This with Guy Raz

How many episodes of Hitting The Ceiling are there?

Hitting The Ceiling launched a month ago and published 8 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

How do I contact Hitting The Ceiling?

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What guests have appeared on Hitting The Ceiling?

Recent guests on Hitting The Ceiling include:

1. Kara Roberts
2. Ben Glass
3. Avery Ward
4. Al Alexander
5. Ryan Loos
6. Sue Hawkes

To view more recent guests and their details, simply upgrade your Rephonic account. You'll also get access to a typical guest profile to help you decide if the show is worth pitching.

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