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Deduction Desk
Business owner reviewing insurance policy documents
  • Peter
  • June 29, 2026

Business Insurance Premiums: Are They Tax Deductible?

Most business insurance premiums are fully deductible—but the type of policy and the structure of your business both matter. Here's what qualifies and how to claim it.

Read MoreBusiness Insurance Premiums: Are They Tax Deductible?
First-time landlord reviewing property tax documents
  • Peter
  • June 29, 2026

Bought an Investment Property? Tax Rules for New Landlords

Buying a rental property changes your taxes significantly. Here's what first-time landlords need to know about reporting income, deducting expenses, and depreciation.

Read MoreBought an Investment Property? Tax Rules for New Landlords
Self-employed worker measuring home office square footage
  • Peter
  • June 29, 2026

How to Claim the Home Office Deduction Using Safe Harbor

The simplified safe harbor method lets you deduct $5 per square foot of home office space—no complex calculations needed. Here's how to use it correctly.

Read MoreHow to Claim the Home Office Deduction Using Safe Harbor
Philanthropist reviewing donor-advised fund statement
  • Peter
  • June 29, 2026

Donor-Advised Funds: The Smart Way to Give and Save

A donor-advised fund lets you take a big tax deduction now and distribute gifts to charity over time. Here's how DAFs work and why they're a top planning tool.

Read MoreDonor-Advised Funds: The Smart Way to Give and Save
Business owner reviewing 1099-K from payment platform
  • Peter
  • June 29, 2026

How to Handle a 1099-K From PayPal, Venmo, or Stripe

If you got paid through PayPal, Venmo, or Stripe, you may receive a 1099-K. Here's what the form means, what threshold triggers it, and how to report it.

Read MoreHow to Handle a 1099-K From PayPal, Venmo, or Stripe
Divorced person reviewing alimony documents at desk
  • Peter
  • June 22, 2026

Receiving Alimony or Paying It? Here’s the Tax Treatment

The tax rules for alimony changed dramatically in 2019. Whether you pay or receive it, here's how the TCJA affects your return depending on when you divorced.

Read MoreReceiving Alimony or Paying It? Here’s the Tax Treatment
New business owner reviewing first-year deduction list
  • Peter
  • June 22, 2026

The Business Deductions You Can Take in Your First Year

Your first year in business is full of deductible expenses—if you know what to track. Here's how to handle startup costs, organization fees, and early write-offs.

Read MoreThe Business Deductions You Can Take in Your First Year
Person filing IRS extension form on laptop at home
  • Peter
  • June 22, 2026

How to File an Extension and What It Actually Buys You

An extension gives you more time to file—not more time to pay. Here's how Form 4868 works, what the extended deadline is, and the mistake most people make.

Read MoreHow to File an Extension and What It Actually Buys You
Business owner reviewing equipment depreciation schedule
  • Peter
  • June 22, 2026

Depreciation 101: How to Write Off Long-Term Assets

When you buy a long-term business asset, you don't always deduct it all at once. Here's how depreciation, MACRS, and bonus depreciation work together.

Read MoreDepreciation 101: How to Write Off Long-Term Assets
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