Empowering Healthy Business: The Podcast for Small Business Owners

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Empowering Healthy Business: The Podcast for Small Business Owners

Cal Wilder

51 episodes

1 day ago

As 2025 wraps up, smart business owners are already preparing for tax season. In this episode of the Empowering Healthy Business Podcast, Calvin Wilder speaks with Greg Reed, Head of Tax at SmartBooks and Certified Tax Coach, about the latest developments affecting 2025 year-end tax planning. Greg explains how to use new rules and deductions to reduce your tax burden and plan confidently before December 31. 💡 In This Episode: 100% bonus depreciation vs. Section 179 — which to useSALT cap incr...

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Entrepreneurship

Self-Improvement

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As 2025 wraps up, smart business owners are already preparing for tax season. In this episode of the Empowering Healthy Business Podcast, Calvin Wilder speaks with Greg Reed, Head of Tax at SmartBooks and Certified Tax Coach, about the latest developments affecting 2025 year-end tax planning. Greg explains how to use new rules and deductions to reduce your tax burden and plan confidently before December 31. 💡 In This Episode: 100% bonus depreciation vs. Section 179 — which to useSALT cap incr...

Show more...

Entrepreneurship

Self-Improvement

Episodes (20/51)

Empowering Healthy Business: The Podcast for Small Business Owners

51 # New Developments Impacting 2025 Year-End Tax Planning with Greg Reed

As 2025 wraps up, smart business owners are already preparing for tax season. In this episode of the Empowering Healthy Business Podcast, Calvin Wilder speaks with Greg Reed, Head of Tax at SmartBooks and Certified Tax Coach, about the latest developments affecting 2025 year-end tax planning. Greg explains how to use new rules and deductions to reduce your tax burden and plan confidently before December 31. 💡 In This Episode: 100% bonus depreciation vs. Section 179 — which to useSALT cap incr...

1 day ago

26 minutes

Empowering Healthy Business: The Podcast for Small Business Owners

50 # Understanding Crypto Investments and Preventing Financial Fraud with Jason Costain

Crypto can be exciting — but it’s also one of today’s biggest financial risks. In this episode of the Empowering Healthy Business Podcast, Calvin Wilder talks with Jason Costain, a banking fraud expert with over 25 years of experience, about what business owners need to know to protect their money, data, and trust in the digital world. Jason explains where crypto risk really lives, how scams operate, and what simple steps can help you avoid becoming the next victim. In This Episode: Wha...

1 week ago

1 hour 4 minutes

Empowering Healthy Business: The Podcast for Small Business Owners

49 # Growing Local and Home Service Businesses with Sean Garner

You can be the best plumber, electrician, or home-service provider in town — but if your marketing isn’t connected, your phone won’t keep ringing. In this episode of the Empowering Healthy Business Podcast, host Calvin Wilder talks with Sean Garner, marketing strategist and founder of a full-service agency that helps small and local businesses grow through modern systems. Sean explains why local marketing is different, how to use his Marketing Domination Framework (Build → Fill → Optimize), a...

2 weeks ago

48 minutes

Empowering Healthy Business: The Podcast for Small Business Owners

48 # Using Intuition to Make Better Business Decisions with Nick Musica

Most business owners rely on data—but great leaders know intuition matters just as much. In this episode of the Empowering Healthy Business Podcast, Calvin Wilder sits down with Nick Musica, founder of Optics In, to talk about how intuition helps business owners make smarter, more confident decisions. Nick shares how he shifted from a data-driven marketing career to an intuitive leadership approach—balancing analytics with awareness to unlock clarity, creativity, and growth. What You’ll Learn...

3 weeks ago

48 minutes

Empowering Healthy Business: The Podcast for Small Business Owners

47 # Landman Explains Protecting Your Home Against Title Fraud & Squatters

Most homeowners worry about credit card fraud or identity theft—but few realize their property title can be stolen on paper. Title fraud and squatters are fast-growing threats that can cost property owners thousands of dollars and months of legal battles. In this episode of Empowering Healthy Business, host Calvin Wilder speaks with Kurt Moore, founder of Mo Title Security and a veteran landman with 30 years of experience in public records and contracts. Kurt explains how title fraud works, w...

4 weeks ago

30 minutes

Empowering Healthy Business: The Podcast for Small Business Owners

#46 Scaling from Small Business to Mid-Market

Growing from small business to mid-market changes everything—especially in finance. What used to work in “survival mode” no longer scales. In the latest episode of the Empowering Healthy Business Podcast, Calvin is joined by Priya Chanduraj of FIN Team to talk about how finance becomes a driver of growth, not just a record-keeper. Here’s what you’ll learn: When to hire a controller, a CFO, or fractional support How to evaluate if your systems and controls are ready to scale Why forecastin...

1 month ago

43 minutes

Empowering Healthy Business: The Podcast for Small Business Owners

# 45 How to Win More Clients Through Referrals Not Cold Leads

Most B2B service businesses pour time and money into “lead gen,” only to be swamped with unqualified prospects and wasted effort. In this episode of Empowering Healthy Business, host Calvin Wilder talks with Tom Freedman of Defiant Enterprises about a smarter approach: building growth on referrals, not cold leads. Tom shares his five-step framework for making referral-based selling repeatable and scalable, including how to: Reverse-engineer your numbers and model sustainable growthPosition yo...

1 month ago

46 minutes

Empowering Healthy Business: The Podcast for Small Business Owners

# 44 How to Use a CRM for Small Business Growth

Running a business with scattered spreadsheets and one-off emails makes growth harder than it needs to be. In this episode of Empowering Healthy Business, host Calvin Wilder sits down with Jason Kramer of Cultivize to unpack how small businesses can use a CRM to bring order, consistency, and measurable results to sales and marketing. You’ll hear practical ways to: Build a repeatable sales process that doesn’t depend on memoryUse data to prioritize leads and focus on quality over quantityTrack...

1 month ago

39 minutes

Empowering Healthy Business: The Podcast for Small Business Owners

# 43 How Business Owners Can Maximize the Home Office Tax Deduction

Working from home has become a permanent reality for many entrepreneurs, but too often business owners miss out on valuable tax savings. In this episode of the Empowering Healthy Business Podcast, Calvin Wilder talks with Greg Reid, Head of Tax at SmartBooks, about how to take full advantage of the home office tax deduction. You’ll learn: What qualifies as a home office under IRS rulesWhich expenses you can deduct, from office equipment to utilities and insuranceHow to calculate your deductio...

1 month ago

28 minutes

Empowering Healthy Business: The Podcast for Small Business Owners

#42 Why Finance and Operations Alignment Matters

Finance and operations often operate in silos—but when they align, small businesses grow faster, make fewer mistakes, and stay profitable. In this episode of the Empowering Healthy Business Podcast, we break down why this alignment is critical and how to achieve it. You’ll learn: The key differences between finance and operations prioritiesCommon challenges that cause miscommunication and inefficiencyHow to use data and metrics to bridge the gap between teamsEssential metrics to track, like G...

2 months ago

36 minutes

Empowering Healthy Business: The Podcast for Small Business Owners

#41 How to Prepare Taxes for Your Small Business

Filing taxes for your small business doesn’t have to feel overwhelming. In this episode, you’ll learn practical steps to make tax season stress-free and efficient, including: How to gather and organize essential financial documentsWhy your business structure matters for tax filingThe most common small business expenses you can deductWhen and how to pay quarterly estimated taxesChoosing between tax software vs. hiring a professionalHow bookkeeping support can save time and maximize deductionsB...

2 months ago

19 minutes

Empowering Healthy Business: The Podcast for Small Business Owners

#40 Building a Business Without Sacrificing Your Life

Does building a successful business really mean sacrificing your health, family, and freedom? In this episode, Calvin Wilder sits down with James Brown, founder of the Business Accelerator Institute, to challenge the myth that growth requires endless sacrifice. You’ll discover: Why the “sacrifice myth” leads to burnout and declining revenueHow delegation turns from an expense into a high-ROI investmentThe three areas owners should focus their time on strategy, marketing, and salesKey financia...

2 months ago

54 minutes

Empowering Healthy Business: The Podcast for Small Business Owners

#39 Meals, Entertainment & Travel Tax Deduction Rules

This episode's topic is near and dear to many business owners. There are probably a lot of misconceptions about it. There's a lot of gray area about it. Just because the business spends money on something doesn't necessarily mean it is tax-deductible on the tax returns. There are documentation, compliance considerations. Greg Reed, CPA joins the show to discuss the tax deductibility of: MealsEntertainmentTravelGreg can be reached at smartbookstax.com or greed@smartbookstax.com. Send us a text...

4 months ago

21 minutes

Empowering Healthy Business: The Podcast for Small Business Owners

#38 Tax Changes in the "Big Beautiful Bill"

With the Trump administration's "Big Beautiful Bill" working its way through Congress, Greg Reed joins us to discuss expected tax changes including: Overview of the "Big Beautiful Bill"SALT Deduction and Tax BenefitsBonus Depreciation and Section 179Tips, Medicaid, and Clean Energy ChangesKey Takeaways and Quarterly RemindersReach Greg Reed at greed@smartbookstax.com or book a meeting with him at smartbookstax.com Send us a text Thanks for listening! Host Cal Wilder can be reached at: cal...

5 months ago

14 minutes

Empowering Healthy Business: The Podcast for Small Business Owners

#37 Managing Payroll Tax Withholding

In this episode, Cal sits down with tax expert Greg Reed to uncover hidden risks that business owners often miss when it comes to payroll tax withholding. As your income shifts, whether from business profits, life changes, or other sources, your W2 withholding may no longer be enough. Without regular adjustments, this can lead to surprise tax bills, penalties, or even overpayments. Greg explains why reviewing your withholding yearly (ideally in January) is essential, especially after major li...

6 months ago

10 minutes

Empowering Healthy Business: The Podcast for Small Business Owners

#36 Tax To Dos After April 15th

Think tax season is over? Think again. In this episode, Cal sits down with tax expert Greg to talk about what savvy business owners should be doing after April 15th. From maximizing deductions to planning for upcoming tax law changes, this conversation is packed with insights for those who want to stay ahead—not just compliant. Greg shares real-world strategies to avoid tax-time surprises, reduce penalties, and keep more of your hard-earned cash. Plus, he breaks down estimated taxes, business...

7 months ago

20 minutes

Empowering Healthy Business: The Podcast for Small Business Owners

#35 Beneficial Ownership Reporting Update and Tax Planning Win

The US Treasury Department announced a major change to beneficial filing requirements affecting most small business owners in the U.S. In this episode, Greg Reed, head of tax at SmartBooks, shares important updates. He also shares a tax planning success story about how he saved a client $29,000 in tax. We also discuss important informational filings that still must be made by many U.S. businesses that do business internationally that have major penalties if not done. Reach Greg Reed at ...

8 months ago

9 minutes

Empowering Healthy Business: The Podcast for Small Business Owners

#34 Benefits of Proactive Tax Planning vs. Reactive Tax Filing

I’m excited to announced that SmartBooks Head of Tax Greg Reed is now officially a Certified Tax Coach. Tax planning and minimization has been a core part of our tax practice. With advanced study with the American Institute of Certified Tax Planners, Greg will be able to do even more to help business owners pay less tax. More specifically, this episode includes: Accountants, CPAs, and other roles to fill in your accounting teamBenefits of working with a Certified Tax Coach The right time...

9 months ago

19 minutes

Empowering Healthy Business: The Podcast for Small Business Owners

#33 The Founder as Chief Salesperson

A challenge all businesses face is setting up the sales function for success. In this episode, Christopher Filipiak explores why it is critical for the Founder to master the sales process regardless of whether the plan is to hire salespeople or for the founder to continue to be the primary salesperson. More specifically, this episode includes: The core of the sales process is creating and having conversationsChallenges of delegating sales when the founder has not mastered itThe sales mindse...

9 months ago

36 minutes

Empowering Healthy Business: The Podcast for Small Business Owners

#32 - Beneficial Ownership Filing Requirement Update and Preparing for Year End Tax Filings

Within the past week, the Beneficial Ownership Information (BOI) filing requirement was both reinstated and then suspended again, pending further legal review. Greg Reed provides an update on the current status of the BOI fiing requirement and his filing recommendations. Greg also provides advice on gathering documentation to make your annual income tax filings as efficient as possible and explains that while you can extend the deadline to file your tax returns, you still need to pay tax by ...

10 months ago

14 minutes