
Business By The Books with Danielle Hayden Beyond the Budget: The Hidden Psychology of How Entrepreneurs Think About Money – Ep. 254
If you've ever delayed looking at your numbers, dreaded a bookkeeping meeting, or felt a pit in your stomach when someone says "Let's review your finances," this episode is going to feel like a deep exhale.
In this conversation, Danielle sits down with financial advisor and partner at Orange Financial Brad Cunningham for an honest look at why entrepreneurs struggle with money clarity and why confidence doesn't come from spreadsheets. It comes from understanding your numbers and applying that knowledge to your life and your business.
Key Takeaways:
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Money Avoidance Is Emotional, Not Logistical: Most entrepreneurs avoid their financials because looking at numbers exposes vulnerability. When you understand the emotions underneath, clarity becomes much easier.
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Savings Habits Matter More Than Investment Choices: Brad explains why even the best investment strategy can't fix a poor savings rate and why behavior is the real foundation of wealth.
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Traditional Budgets Fail Because They Feel Limiting: Instead of obsessing over restrictions, focus on understanding your cash flow and aligning spending with your values and goals.
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Entrepreneurs Often "Out-Earn" Their Problems Without Solving Them: As revenue grows, lifestyle often expands at the same pace. Real financial health requires intentional guardrails.
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You Need a Money Team, Not One Money Person: Bookkeeper, tax accountant, CFO/coach, and financial advisor—each role supports a different part of your financial picture, and they should work together.
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Tax Strategies Shouldn't Sabotage Long-Term Flexibility: Saving money this year shouldn't come at the cost of future options or long-term growth.
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Clarity Creates Confidence: When you understand your numbers and the behaviors behind them, financial anxiety drops and decision-making becomes easier.
Topics Discussed:
(00:00) Intro: Brad's Background and What He Does
(02:43) Why Entrepreneurs Avoid Looking at Their Financial Data
(03:32) Fear of Financial Vulnerability and How It Impacts Decision-Making
(05:39) The Problem with "Putting the Cart Before the Horse" in Investing
(06:09) The Truth About the 4.4% Savings Rate and Why Traditional Budgeting Doesn't Work
(09:56) The Danger of Trying to "Out-Earn" Your Problems & What Will Actually Solve Issues
(11:09) The 20% Savings Benchmark for Entrepreneurs
(12:16) Danielle's Breakdown of the 4 Essential Members of Your "Money Team"
(15:16) Rethinking Tax Strategy and Future Flexibility
(18:31) Building Launch Plans for Your Children
(20:39) HSAs, 401(k)s, IRAs, and 529s: Why Context Matters
(21:50) Pitfalls with Traditional Budgets and Using a Better Method of Budgeting
(26:33) Promo: Kickstart Accounting's "Check Your Books" Service
(27:45) Pitfalls with Traditional Budgets and Using a Better Method of Budgeting
(29:44) Final Thoughts on Confidence, Clarity, and Long-Term Planning
(21:36) Outro: Like, Share and Subscribe!
Resources:
Connect with Brad | https://goorangefinancial.com/
Check Your Books | kickstartaccountinginc.com/checkyourbooks
Book a Call with Kickstart Accounting, Inc.:
https://kickstartaccountinginc.com/book-a-call/
Connect with Kickstart Accounting, Inc.:
Instagram | https://www.instagram.com/Kickstartaccounting
YouTube | https://www.youtube.com/@businessbythebooks
Facebook | https://www.facebook.com/kickstartaccountinginc
