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Redefining Success™ Podcast
49: Why You Keep Shrinking at the Next Level
August 20, 2026

Episode 49: Why You Keep Shrinking at the Next Level
You’ve built a successful business. You know how to make hard decisions, solve problems, and create results. So why can the next level of success suddenly make you question yourself?
In this episode of Redefining Success®, Laura Flood explores why successful entrepreneurs and high achievers can become more cautious as their businesses grow, even when they know they’re capable of more.
Success gives you more to protect. There’s revenue on the line, a reputation you’ve worked hard to build, clients or employees depending on you, and a life that may feel increasingly risky to disrupt. Without realizing it, being responsible can turn into overthinking, waiting for certainty, and spending more time maintaining what you’ve already built than creating what you actually want next.
Laura shares how shrinking can show up in ways that look surprisingly productive, including over-preparing, consuming more information instead of acting, asking too many people for advice, and staying busy with work you’ve already mastered.
You’ll also learn why confidence at your next level requires something different. You won’t always have evidence that the next decision will work. The confidence comes from trusting yourself to make the decision and knowing you can handle what happens afterward.
In this episode, you’ll learn:
Why successful entrepreneurs often become more cautious as they achieve more
How to recognize when strategic thinking has turned into overthinking
Why maintaining your current success can quietly keep you from pursuing what you want next
How consuming more information can become a substitute for trusting yourself
Why asking too many people for advice can weaken your confidence in your own decisions
How fear of success can influence your choices, visibility, relationships, and business growth
The difference between needing more information and delaying a decision you already know you want to make
How to rebuild self-trust and make decisions with more confidence
Three practical exercises to help you stop shrinking: The Calendar Audit, The Already Know Exercise, and The Future Self Filter
If you’ve been wondering why you feel less decisive at this stage of your success, this episode will help you identify what may be keeping you stuck and start making decisions based on the business and life you want to create next.
Join the Redefining Success® Challenge
The Redefining Success® Challenge is a one-month experience for high-achieving entrepreneurs who have created real success and are ready for their business to support the life they actually want to live.
Together, we’ll look at what you want your next chapter of success to look like, where your business has become too dependent on you, and the changes that can create more clarity, capacity, confidence, and control over your time.
The investment is $297, and you’ll receive lifetime access to the challenge trainings and tools.
Learn more and join at LauraFlood.com/Challenge.
About Redefining Success®
Redefining Success® with Laura Flood is for successful entrepreneurs and high achievers who want to grow profitable businesses without allowing success to consume their lives. Laura shares practical strategies around business growth, high performance, mindset, systems, productivity, confidence, and creating more freedom to enjoy the success you’ve worked so hard to build.
Everything shared in this episode is part of Laura’s Redefining Success® Method, which helps high performers simplify decisions, reclaim focus, and create success that supports their life.
Work With Laura
1:1 Redefining Success® Coaching
Focused, private support for entrepreneurs ready to evolve how they operate and stop carrying the business mentally all day.
The Redefining Success® Business Clarity Review $297
Identify where income still depends on your constant mental engagement and where structure can replace that load. You walk away with a focused plan that protects your time, clears mental space, and builds revenue that isn’t tied to your constant attention. Delivered in 3 business days.
The Redefining Success® Reset $22
A high-performance reset for ambitious entrepreneurs who want growth that expands their income, protects their energy, and creates more time for what matters most. The exact strategies, mindset, and systems Laura used to create a top 1% business working less than 40 hours a week while staying fully present for the life she built.
For Realtors:
The Top 1% Realtor Success Blueprint $22
The ultimate blueprint for experienced agents to elevate your business to the top 1%. Master the art of working smarter, close more deals with confidence, and establish yourself as the go-to expert in your local market.
Real Estate Methods For Success® Course $97
You already know how to sell real estate, but managing the tech, systems, and strategies can feel overwhelming. Steal Laura’s strategies and systems from over 30 years of experience as a top 1% Realtor. Your EASY button for creating a streamlined, scalable business.
Let’s Stay Connected
Instagram: instagram.com/laurafloodcoaching
Facebook: facebook.com/laura.s.flood
LinkedIn: linkedin.com/in/laurafloodcoaching
Substack: laurafloodsubstack.com
Enjoyed This Episode?
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Until next time: success isn’t just about what you achieve. It’s about who you become along the way. Stay happy, healthy, and wealthy.
At Best of Best Review, we are proud to honor Laura Flood, Founder and CEO of Redefining Success™ Coaching and Real Estate Methods for Success®, as the Best Success and High Performance Coach in the US of 2025. Laura has transformed the way entrepreneurs and Realtors define achievement. Rather than subscribing to hustle culture, she has pioneered a refreshing new model: one where success is measured by alignment, fulfillment, and sustainable growth.
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At Best of Best Review, we are proud to announce Laura Flood as the winner of the Best Success and High-Performance Coach in 2024 award. This prestigious honor celebrates her unparalleled dedication to transforming lives, her innovative coaching methods, and her ability to empower entrepreneurs and Realtors to achieve extraordinary success.
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Laura Flood, the visionary behind Redefining Success™ Coaching and Real Estate Methods for Success®, is reshaping how entrepreneurs and real estate professionals approach success. Her innovative Redefining Success™ Mastermind offers ambitious women the tools to redefine their professional and personal lives through strategic systems, mindset shifts, and a supportive community.
Read Full Article Here
This high-level group coaching experience is designed for ambitious entrepreneurs and Realtors who seek to redefine success on their own terms, balancing professional achievement with personal fulfillment.
Read Full Article Here
Laura Flood, Founder of Redefining Success™ Coaching and Real Estate Methods for Success®, is revolutionizing how entrepreneurs and Realtors define and achieve success. Laura has developed an innovative approach that combines strategic systems with a strong emphasis on mindset, boundaries, and fulfillment. Her work empowers professionals to build sustainable businesses while living intentional lives aligned with their deepest values.
Read Full Article Here
Laura Flood introduces Redefining Success, a groundbreaking coaching framework designed to help entrepreneurs and Realtors achieve sustainable success while prioritizing balance, clarity, and fulfillment in both their personal and professional lives.
Read Full Article Here
My definition of women who win isn't found in their titles or bank accounts. It’s having the courage to live authentically and unapologetically with intention and purpose.
Women who win are ambitious, positive, resilient, and are relentlessly committed to their dreams and making an impact in this world.
Order a Copy of Women Who Win
This book is for anyone who wants to show up authentically, make a bigger impact, and build success in a way that feels aligned. In my chapter, I share how introverts can achieve extraordinary success by showing up in a way that feels right for them–no need to change who they are. Success and influence don’t come from being the loudest—they come from showing up with confidence, purpose, and intention.
Order Your Copy of Visible Here
Ranked in the top one-percent of agents in the nation, Laura Flood has 30+ years experience serving communities in Southeastern Wisconsin. An experienced and happy team has been crucial to that success. “We’ve cultivated a family-first, motivating work environment.
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