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PODCAST

Keep What You Earn

Shannon Weinstein

Keep What You Earn is a podcast for entrepreneurs of all levels to use their financial information as a source of inspiration rather than intimidation. Your host, Shannon Weinstein, is a CFO, CPA and business mentor with a knack for simplifying the complex concepts of money into everyday examples and analogies you can actually understand. Join Shannon and her guests as we unlock new growth strategies, tax tips and mindset shifts so you can scale your business with confidence. [Disclaimer: Any

business entrepreneurship

All Episodes

11:08

A Deep Dive into Your Profitability Strategy

Keep What You Earn ·

2025/07/14

This episode dives deep into understanding operating profit or net profit, a metric crucial for any entrepreneur or business owner. Learn how to measure and manage your operating profit effectively, why it's essential to look at it as a percentage of sales, and how to balance acquisition costs, operating expenses, and your overall budget for sustained profitability. Shannon also touches on practical tips and actionable steps to ensure your business remains profitable even when overhead costs are

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10:22

From Pricing to Profits: How to Ensure Your Core...

Keep What You Earn ·

2025/07/11

How can you ensure you're making enough on each unit sold to cover the costs of running your business? The focus is on evaluating your pricing strategy, understanding product-market fit, and considering the impact of scaling on customer affordability. Shannon offers actionable advice on reducing costs, negotiating with suppliers, and fine-tuning your pricing to improve profitability. She also underscores the importance of strict boundaries regarding service offerings and the potential need to prune

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12:05

How to Never Lose a Credit Card Dispute

Keep What You Earn ·

2025/07/02

In this episode, we will dive into the often-overlooked but critical topic of managing disputes and chargebacks. These financial leaks can quietly chip away at your profits if you’re not prepared. Shannon is sharing tactical, actionable steps to build solid systems for handling refunds, disputes, and chargebacks with confidence. You’ll hear why documenting everything is non-negotiable and how to compile strong evidence to support your case. We’ll also talk about the importance of standing firm on

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11:18

Hire People Smarter Than You

Keep What You Earn ·

2025/06/30

Shannon shares her transformative experience at the Acquisition.com scaling workshop. She discusses the critical need for business owners to hire individuals who are smarter and more skilled in specific areas to unlock growth and enterprise value. Shannon emphasizes the importance of moving from a control-centric mindset to empowering leaders within your organization, providing them with the tools and environment to succeed. Tune in to learn how this approach can propel your business forward,

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16:33

Businesses I Think Are Unsellable

Keep What You Earn ·

2025/06/25

In this episode, I dive into the types of businesses that are typically challenging to sell. We explore why businesses built on personal brands, online courses, and creative agencies often face hurdles in creating enterprise value. I also discuss the effect of low barriers to entry, lack of proprietary intellectual property, and the impact of AI on these industries. Additionally, I offer actionable advice on how to potentially turn these unsellable models into sellable ones by focusing on

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18:54

Shannon's Appearance on The Rainmaker for Contractors...

Keep What You Earn ·

2025/06/09

In this episode, I'm thrilled to reshare an episode from when I was a guest on the Rainmaker for Contractors Podcast. I share practical tax strategies specifically designed for businesses. We'll discuss how recent IRS changes might impact you, the importance of understanding your financial statements, and actionable tips to optimize your tax liability. We'll dig deep into why contractors might avoid their financials and how better cash flow management can drastically improve business health. Grab a

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15:41

Employee Incentives for Growth-Stage Companies

Keep What You Earn ·

2025/06/04

In this episode I discuss the significance of aligning employee compensation with desired behaviors and business outcomes. Learn practical tips on implementing incentive-based compensation plans, such as cash bonuses, periodic performance reviews, and the concept of phantom equity. Understand why giving away equity isn't always the best solution for fostering an ownership mindset and explore alternative methods to motivate and reward your team. Tune in to discover how to create a compensation plan

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09:45

How to 10X Your Strategic Capacity as a CEO

Keep What You Earn ·

2025/06/02

In this episode, we expand on the $5 million bottleneck and discuss how to multiply your strategic capacity as a CEO to catalyze your business growth. Tune in as I share tactical insights into delegating decision-making, auditing your calendar, and prioritizing high-impact activities. Discover how to empower your team to make strong decisions, allowing you to focus on strategic vision, relationship building, and your zone of genius. Get ready to transform your business operations and elevate your

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17:54

The $5M Bottleneck

Keep What You Earn ·

2025/05/29

In this episode I discuss a common hurdle many business owners face: the $5 million bottleneck. Drawing from my experience as a CFO, I outline how business growth often stalls around this revenue point due to the founder's over-involvement in day-to-day operations. I highlight the importance of developing systems, delegating responsibilities, and creating clear organizational structures to overcome this challenge. Join me as I share actionable strategies to help you scale your business, empower

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09:46

Build Like You're Selling

Keep What You Earn ·

2025/05/28

In this episode, I share personal reflections as I navigate selling our Connecticut home and how this experience paralleled with business advice I received from a visit to the headquarters of acquisition.com. I discuss the value of decluttering and aligning our possessions and business operations with our current phase of life. By stripping down to essentials, I've rediscovered joy and calm in my environment, inspiring me to apply the same principle to my business. Whether you're planning to sell

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16:51

How to Scale Without Losing Margin

Keep What You Earn ·

2025/05/23

In this episode, we tackle the concept of margin erosion and how it impacts scaling businesses. I share insights on how growing your sales doesn't necessarily equate to growing your profits. We dive into common culprits like hiring rates, customer acquisition costs, and overhead, providing practical solutions to maintain healthy margins. You'll learn the importance of knowing your fixed vs. variable costs, adjusting your pricing structure, and implementing standardized processes without

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10:26

REPLAY - How to Build Trust with Your Customers

Keep What You Earn ·

2025/05/21

In this episode, I dive into the crucial topic of building trust online, especially in the digital marketing landscape. You've probably heard about the phrase 'know, like, and trust,' but I believe there's a missing piece in this equation. I argue that trust is not just a byproduct of likability; it also hinges on reliability. Trust is formed through the relationship plus the consistency of behavior that demonstrates a commitment. Through real-world examples and expert insights, I discuss how being

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12:22

One of the Most Common Struggles While Growing Your...

Keep What You Earn ·

2025/05/19

In this episode, I discuss some of the challenges and triumphs of evolving a business, sharing personal experiences from my journey as a CPA and business owner. I explore the idea that what got you here won’t necessarily get you there, and how this constant need for evolution can feel like starting over at each new business level. I also discuss the concept of sunk cost bias and how difficult it can be to let go of past efforts to redirect focus toward new goals. Join me as I highlight the

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10:20

How to Manage Spending with Employees

Keep What You Earn ·

2025/05/16

A solid expense reimbursement policy is a must and today I'm sharing effective strategies and platforms. As your business scales, you'll need to trust your employees with your money. We'll dive into how to set clear expense policies, leverage expense management platforms, and foster a money-conscious culture. Learn why sharing budget transparency and setting expectations are essential to prevent financial abuse and ensure your team respects company funds. Whether you have a small or large team,

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17:23

What is Penetration Pricing and How to Use it

Keep What You Earn ·

2025/05/02

In this episode, I dive deep into the concept of penetration pricing—a strategy where you set an initially low price to attract customers quickly and gain market share, with plans to increase your price later. I'll break down how this approach differs from loss leader pricing and explain when and how to use it effectively. Whether you're in a highly competitive market or run a subscription-based service, understanding this pricing model can be a game-changer for increasing customer adoption,

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10:02

Why You Need a Financial Storyteller

Keep What You Earn ·

2025/04/30

In this episode, we'll dive into the financial storytelling of your business and the distinct roles of financial professionals. I guide you through understanding how bookkeepers, tax professionals, and consultants influence your financial narrative. Using a unique metaphor, we'll discuss how a bookkeeper acts like an author or ghostwriter, a tax professional as a publisher, and a consultant as a critic. Ultimately, you'll discover that as the business owner, you are the primary storyteller who

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12:15

A Cash Flow Reframe You May Need

Keep What You Earn ·

2025/04/18

Cash flow is the exchange of promises—both in and out—so it's important to maintain good relationships with vendors and customers while ensuring financial stability. Today, I touch on some of my personal experiences, explain the pitfalls of being overly accommodating, and offer practical advice on setting policies, collecting payments, and managing cash flow effectively to ensure business growth and sustainability. What you'll hear in this episode: [0:50] The Importance of Cash Flow [3:20] The

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47:09

Stop Waiting and Start Scaling with Sam Vander Wielen

Keep What You Earn ·

2025/04/16

Believe it or not, it is possible to scale your business while keeping things simple. Today, I'm joined by Sam Vander Wielen, an attorney turned entrepreneur and leading legal educator to online business owners. Sam and I explore the myths of business complexity, the pitfalls of shiny object syndrome, and the importance of focusing on core offers. We also discuss practical strategies for email marketing, lead generation, and balancing personal happiness with business success. If you're ready to

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08:32

Is My Business Doing Okay?

Keep What You Earn ·

2025/04/14

There's a recurring theme in my recent client calls: the uncertainty many business owners face about the true health of their business. Discover why it's crucial to periodically step back and assess your business's performance objectively. You'll learn how to interpret common financial signals and maintain a balanced view of your business's health, even when self-doubt creeps in. Tune in to find out why concise, honest feedback can be a game-changer for your peace of mind and long-term success.

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44:15

Tackling Tough Conversations About Money with Mary...

Keep What You Earn ·

2025/04/02

In today's episode, we talk with Certified Financial Planner Mary Clements Evans, author of "Emotionally Invested". Mary shares her approachable, jargon-free insights on personal finance. We break down the emotional aspects of financial planning, focusing on the personalities that drive financial behaviors. Mary also delves into her own experience of transitioning from corporate America to launching her own financial advisory firm at the age of 52. We discuss the importance of having a

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