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PODCAST

Success is Weird and Messy

From the outside, most success stories look like a straight line. In this podcast, host Kathleen Gabriel pulls back the curtain on what truly happens behind the scenes of business success. Drawing from her extensive background as a Human Resources consultant, Kathleen explores the messy, unpredictable path entrepreneurs actually travel. Interviewing a new business owner every week, she uncovers the strategic thinking, resilience, and adaptability that transform initial setbacks into ultimate

business entrepreneurship

All Episodes

26:24

Kari White - CFO and business growth advisor

Success is Weird and Messy ·

2025/09/12

In this compelling episode, host Kathleen Gabriel sits down with Kari White, owner of Domestique Financial, to explore the critical role of strategic financial guidance in building a thriving business. Drawing from her extensive international background in finance and capital investments, Kari shares invaluable insights on how small and medium-sized businesses can navigate challenges, adapt to change, and scale effectively with the right CFO-level advisory support. Together, they dive into the art

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26:36

Nadya Ramos, brand and marketing growth consultant

Success is Weird and Messy ·

2025/08/28

In this episode, host Kathleen Gabriel sits down with brand and marketing growth consultant Nadya Ramos to explore the critical distinction between branding and marketing, and why understanding both is essential for entrepreneurial success. Nadya shares her insights on defining success on your own terms, the inevitable transition from solopreneur to business owner, and why building your brand alongside your business isn't optional—it's the key to unlocking money and dream opportunities you didn't

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30:01

Erin Reeves, Executive Strategist

Success is Weird and Messy ·

2025/08/21

Host Kathleen Gabriel sits down with Erin Reeves, Co-Founder & Principal at Next Level Org, to explore the reality that career paths are rarely linear and the magic often happens in life's messy middle moments. Erin shares her journey through early success, setbacks, family transitions, and entrepreneurial pivots while discussing how self-leadership, energy management, and building the right support network are essential for navigating professional challenges. This candid conversation tackles

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28:02

Leslee Cohen, CEO and attorney

Success is Weird and Messy ·

2025/08/14

In this episode, host Kathleen Gabriel sits down with Leslee Cohen, founder and Managing Partner of AllRise Legal Counsel, to discuss her journey from Wall Street to building a firm that prioritizes working with earlier-stage businesses and creating a truly supportive workplace culture. Leslee shares candid insights about what big law firms miss when it comes to retaining and advancing women lawyers, how she navigated suddenly stepping into leadership when her partner retired, and why aligning your

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27:35

AmyK Hutchens, keynote speaker and leadership coach

Success is Weird and Messy ·

2025/08/07

What happens when leaders lose their humanity in the pursuit of power? In this episode host Kathleen Gabriel sits down with AmyK Hutchens, a catalyst for maximizing brilliance who has delivered over 2,700 presentations and authored #1 bestselling leadership books, to unpack the messy realities of navigating power dynamics while staying authentically human. In a world where technology threatens to disconnect us from our most essential leadership qualities, AmyK reveals how the most successful leaders

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35:11

Andrea Steinbrenner - CEO and Exit Strategist

Success is Weird and Messy ·

2025/07/31

In this episode, host Kathleen Gabriel sits down with Andrea Steinbrenner, CEO of Exit Consulting Group, to explore the critical elements of intentional business strategy and succession planning that every leader needs to master. They dive deep into how humility can transform your leadership approach, why planning for transitions before you need them is essential, and practical strategies for pivoting quickly when circumstances demand it. Whether you're building for the long term or navigating

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29:04

Trisha Singh, Fractional General Counsel

Success is Weird and Messy ·

2025/07/24

In this episode, host Kathleen Gabriel sits down with Trisha Singh, a Fractional General Counsel and Chief Privacy Officer who specializes in guiding healthcare and technology companies through pivotal moments like fundraising rounds, corporate restructuring, and ownership transitions. Trisha shares her insights on building a business that serves your life rather than consuming it, developing multiple revenue streams, and embracing the reality that your career path doesn't have to follow a straight

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34:28

Hilary Dolbee, founder of VisionPath CFO

Success is Weird and Messy ·

2025/07/17

Join us for an insightful conversation with Hilary Dolbee, founder and CEO of VisionPath CFO, a seasoned finance professional with over 20 years of experience who has served in CFO and COO roles across multiple industries. In this episode, Hilary shares her expertise on when and why businesses should consider working with a fractional CFO, reveals common financial pitfalls that can derail growth, and provides actionable strategies for making smart pivots. Whether you're a startup founder or seasoned

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31:19

Orly Zeewy

Success is Weird and Messy ·

2025/07/10

In this episode, we dive deep into the world of branding with Orly Zeewy, founder of Zeewy Brands and author of "Ready, Launch, Brand." Orly shares her proven strategies for helping business owners amplify their company brands and transform their LinkedIn profiles into powerful lead generation tools. With her unique ability to turn complex branding concepts into clear, actionable steps, she reveals how solopreneurs can shift from being invisible in their market to becoming memorable industry voices

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30:11

Kristin Gravitt

Success is Weird and Messy ·

2025/07/03

Running a business shouldn't mean drowning in spreadsheets or losing sleep over cash flow. In this episode, I sit down with Kristin Gravitt, CPA and fractional CFO, who specializes in helping business owners simplify their finances, increase profits, and reclaim personal time. Kristin breaks down why setting clear financial goals is the foundation of business success, the critical difference between high sales and actual profitability, and practical strategies for getting professional financial

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27:51

Siobhan Barros-Limón

Success is Weird and Messy ·

2025/06/26

In this inspiring episode, I sit down with Siobhan Barros-Limón, founder of SBL Advantage Consulting, who specializes in building high-performance teams and helping businesses serving underrepresented communities scale their impact to create lasting legacies. Siobhan shares candid insights about the real challenges of entrepreneurship, from overcoming initial hurdles to developing the resourcefulness needed to grow a business without breaking the bank. She also dives deep into the crucial mindset

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24:53

Karin Volo

Success is Weird and Messy ·

2025/06/19

What do you do when life gives you curve ball after curve ball? In this episode I talk with Chief Joy Bringer Karin Volo about the necessity of integrating AI into your business, how to stay ahead of technology, and how to make giant pivots at the right time. She shares the hair-raising stories of when she was falsely accused of fraud and when she survived cancer, and how these dramatic challenges changed her life and way of doing business.Get the Joyometer:

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29:34

Tami Gaines

Success is Weird and Messy ·

2025/06/12

In this episode we sit down with Tami Gaines, founder of Sage Enterprises, to explore the critical moments when both life and business demand bold transformation. Tami shares her insights on navigating the journey from stagnation to success, emphasizing the power of surrounding yourself with the right people and having the courage to bet on yourself when it matters most. As someone who specializes in guiding ambitious mid-market companies through growth plateaus, Tami reveals the strategic tools and

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32:25

Alina Stancu

Success is Weird and Messy ·

2025/06/05

In this episode, brand identity expert Alina Stancu shares her journey from founding The Orange Notebook to mastering the art of sales and turning it into a core service offering. She opens up about overcoming a devastating scam and reveals how she transformed that setback into valuable lessons for building resilience. Tune in to discover practical strategies for developing sales skills, expanding your service offerings, and bouncing back stronger from business

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32:29

Sarah Wolters

Success is Weird and Messy ·

2025/05/29

This week, we sit down with Sarah Wolters, founder of Sarah Wolters Co., who helps business owners achieve remarkable growth through DEI, educational programs, and agile project management. From classroom teacher to certified Scrum Master and DEI expert, Sarah brings a unique perspective on why inclusion and communication aren't just nice-to-haves—they're profit drivers. We dive into practical strategies for managing diverse teams, reducing costly employee turnover, and increasing your bottom line

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29:09

Jill Valdez

Success is Weird and Messy ·

2025/05/23

In this episode I chat with Jill Valdez, the owner of Link Consulting and an expert in communication, leadership, and business operations. Jill helps small business owners transform their companies from surviving to thriving by streamlining operations and building cohesive teams. We dive into her business journey and explore her discovery of why creating healthy, connected organizations is the key to sustainable growth. If you're tired of constantly putting out fires and want to build a business

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32:25

Dina Yerex

Success is Weird and Messy ·

2025/05/15

In this episode I sit down with Dina Yerex, a seasoned bookkeeper with over 20 years of experience supporting small businesses and non-profits. Dina shares her fascinating career transition from therapist to financial expert, beginning with her role managing bookkeeping and finance for a Silicon Valley startup that achieved impressive growth before undergoing a merger. Since then, Dina has dedicated herself to providing essential bookkeeping services to small businesses. Join us for this insightful

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34:34

Haley Grayless

Success is Weird and Messy ·

2025/05/08

Join us for an insightful conversation with Haley Grayless, the dynamic CEO and founder of Vaxa Collective. As a sought-after keynote speaker and leadership development consultant, Haley has made it her mission to transform workplace dynamics from the inside out. In this episode, Haley shares her proven strategies for:Building and sustaining a healthy company culture Reducing workplace stress that diminishes productivity and morale Creating accountability systems that actually work Turning culture

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34:45

Dr. Summer Watson

Success is Weird and Messy ·

2025/05/01

Dr. Summer Watson is a dynamic Community Empowerment and Mentorship consultant, and a Doctor of Psychology. she specializes in assisting companies and educational organizations develop cross-generational mentorship programs, craft unique spaces that foster meaningful connections, facilitate engaging learning experiences, and empower people to live the inspired life they envision for themselves. She helps her clients identify the multiple factors that will accelerate success and align their vision,

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21:55

Dr. Monique Mendoza

Success is Weird and Messy ·

2025/04/24

Dr. Monique Mendoza combines psychology expertise with real-world experience to help organizations prevent workplace violence effectively. Her strategic, custom approach consistently delivers results that exceed client expectations. Known for rejecting fear-based tactics, she helps organizations build confident, resilient teams through proven methods. As a licensed psychologist with a Ph.D. from the University of Missouri and a background in Cognitive Science from UC Irvine, Dr. Mendoza brings both

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