Aubree Denekamp explores the hidden fragility behind high-income entrepreneurs' success, emphasizing the importance of financial structure and true security over mere momentum. She shares insights from conversations with 100 entrepreneurs making over $500K annually, revealing common fears and practical strategies to build sustainable wealth.

00:00 The Question That Exposed Everything

01:55 High Income Low Insulation

02:39 Who I Asked

04:00 Top Five Fears Revealed

04:09 Fear One Selling Assets

04:48 Fear Two Lifestyle Collapse

05:38 Fear Three Not Knowing Numbers

06:22 Fear Four Not Trusting Numbers

07:12 Fear Five Feeling Unsafe

08:05 The Psychology Behind It

09:06 What Structured Entrepreneurs Do Differently

09:49 The Five Things You Need

11:49 Final Thoughts and Action Steps

To connect or book a call with Aubree or download our free guides, visit:

www.TheWriteOffQueen.com www.AVAccountingServices.com

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LinkedIn

YouTube

Acknowledgements:

This podcast was edited and produced by Dolphin Podcasting: www.DolphinPodcasting.com

The intro/outro music was produced by Holden Peyton and is licensed by Dolphin Podcasting, LLC.

The Real IRS Audit Triggers: Why Patterns Matter More Than Write-Offs

Aubree Denekamp (“The Write Off Queen”) explains that IRS enforcement focuses less on small deductions and more on inconsistent financial patterns and data mismatches. She outlines five real-world scenarios that draw attention: inconsistent year-to-year reporting despite similar revenue, lifestyle spending that doesn’t align with reported income (including unreported side income, K-1s, crypto, and cash deposits), “sloppy LLC” bookkeeping with unreconciled books and mixed personal/business spending, claiming powerful tax credits without documentation or methodology, and margin collapse where revenue rises but profits vanish without a clear business explanation. She urges entrepreneurs to stop fearing legitimate write-offs and instead prioritize clean books, monthly reconciliation, documentation, consistent margin logic, and proper structure, emphasizing that optimization is legal but chaos is suspicious. She closes by teasing a future episode about interviewing 100 entrepreneurs and asking an uncomfortable money question.

00:00 Lifestyle vs. Income: The Audit Trigger Nobody Wants to Talk About

00:32 Stop Fearing Small Write-Offs: What the IRS Actually Flags

02:46 The IRS Is a Data Machine: Patterns, Models, and Anomalies

03:55 Scenario 1: Inconsistent Reporting Beats “Big Deductions” Every Time

05:50 Scenario 2: Lifestyle Mismatch & Unreported Side Income Signals

07:10 Scenario 3: The Sloppy LLC—Messy Books, Random Transfers, No Separation

08:32 Scenario 4: Credits Without Backup—ERC, R&D, Energy & More

09:48 Scenario 5: Margin Collapse—Revenue Up, Profit Gone, Expenses Ballooning

10:42 The Fix: Clean Books, Documentation, Consistency (Not Fear)

12:40 Wrap-Up + Next Episode Teaser: The Uncomfortable Money Question

To connect or book a call with Aubree or download our free guides, visit:

www.TheWriteOffQueen.com and www.AVAccountingServices.com

Instagram

LinkedIn

YouTube

Acknowledgements:

This podcast was edited and produced by Dolphin Podcasting www.DolphinPodcasting.com

The intro/outro music was produced by Holden Peyton and is licensed by Dolphin Podcasting, LLC.

Mastering Financial Structure: More Gains, Less Stress.

In this episode of Spicy Takes and Tax Breaks, host Aubree Denekamp demystifies the concept of financial structure, showing how intentional design of money flow can lead to greater financial success and reduced stress. Aubree explores key strategies like business account management, tax efficiency, and asset protection, while debunking common misconceptions about trusts and insurance. Whether you're a service-based business owner or an individual looking to optimize your finances, this episode is packed with practical advice on how to make your money work smarter for you.

00:00 Introduction to Spicy Takes and Tax Breaks

00:11 Demystifying Financial Structure

01:01 The Importance of Intentional Design

02:52 Real-Life Application of Financial Structure

04:58 Tax Efficiency and Protection Strategies

07:54 Advanced Structuring Techniques

13:14 The Role of Trusts and Insurance

16:14 Conclusion and Next Steps

To connect or book a call with Aubree or download our free guides, visit:

www.TheWriteOffQueen.com and www.AVAccountingServices.com

Instagram

LinkedIn

YouTube

Acknowledgements:

This podcast was edited and produced by Dolphin Podcasting www.DolphinPodcasting.com

The intro/outro music was produced by Holden Peyton and is licensed by Dolphin Podcasting, LLC.