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Tax Planning

Tax Planning Posts

Hand placing a key over a desk with scattered money and a calculator, accompanying an article about rental deductions for Airbnb hosts.

The Short-Term Rental Loophole: How Airbnb Hosts Can Unlock Passive Loss Deductions

August 11, 2026

Short-term rentals are treated differently under the passive activity rules — and that difference can unlock significant loss deductions for Airbnb hosts who meet the

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Blue title banner overlays a calculator and financial documents reading 'Asset Sale vs. Stock Sale: Who Wins in the Tax Math?'.

Asset Sale vs. Stock Sale: Who Wins in the Tax Math?

July 31, 2026

Whether a business sale is structured as an asset sale or a stock sale determines who pays more in taxes — and the gap can

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Article banner for a finance piece about the 1031 Exchange Boot, showing cash, a calculator, and a laptop with a blue title overlay reading 'What Most Investors Get Wrong About the 1031 Exchange Boot'.

What Most Investors Get Wrong About the 1031 Exchange Boot

July 20, 2026

Boot is the most misunderstood concept in 1031 exchange planning — and misunderstanding it can turn a tax-deferred exchange into a partial or fully taxable

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The S Corp Trap: Why Converting Too Early Can Cost You More Than You Save

July 1, 2026

Over 5 million businesses elect S Corp status — but converting too early can cost you more than you save. Learn when the math actually

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Banner image of an oil field at sunset with a pumpjack silhouette, displaying the headline 'Oil and Gas Tax Deductions: Key Write-Offs for Investors'.

Oil and Gas Tax Deductions: Key Write-Offs for Investors

June 10, 2026

Oil and gas investment tax deduction rules can create major tax benefits. Learn how IDCs, depreciation, and depletion may reduce taxable income.

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Banner displaying 'Safe Harbor Estimated Tax Guide: Rules, Dates, & Relief' over a person typing on a laptop, stock charts in the background.

Safe Harbor Estimated Tax Guide: Rules, Dates, and Relief

June 2, 2026

A safe harbor for estimated taxes can help you avoid underpayment penalties. Learn the rules, payment thresholds, and key IRS exceptions.

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Blue banner reading 'Refund of COVID-Era Tax Penalties' over tax documents, a calculator, and a pen on a desk, conveying financial relief information.

Refund of COVID-Era Tax Penalties

May 8, 2026

Refund of COVID-Era Tax Penalties A recent decision by the U.S. Court has raised the possibility that millions of taxpayers were improperly charged penalties and

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tax on freelance work

Tax on Freelance Work: What Every Independent Worker Should Know

March 18, 2026

Freelance taxes hit differently: income tax, self-employment tax, quarterly payments, and deductions all matter if you want to stay IRS-safe.

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what is tax season

How Does Tax Season Work? Key Dates and Changes for 2026

March 3, 2026

Tax season 2026 is different: new One, Big, Beautiful Bill deductions, key filing dates and a shift to mostly digital refunds – here’s what to

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construction tax deductions

Construction Tax Deductions: A Complete Guide for Contractors

February 24, 2026

Construction tax deductions can protect cash flow and margins. Learn what contractors can write off – from tools and mileage to payroll and permits now.

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Evans Sternau logo (in color). "Evans" is blue, "Sternau" is yellow – the name is to the left of four symbols that resemble "E" and "S".
  • About
    • About Us
    • The ESCPA Difference
    • Client Testimonials
    • Careers
      • Work With Us
      • Partnership Program
  • Locations
    • Austin
    • Houston
    • Dallas
    • The Woodlands
  • Insights
  • Business Services
    • Tax Advisory & Preparation
    • Accounting & Compliance
    • Outsourced CFO
    • Other Business Services
      • 1031 Exchange
      • Cost Segregation
      • Entity Selection
      • Foreign Tax Compliance
      • Mergers & Acquisitions
      • Payroll
      • Research & Development Tax Credits
    • Accounting Services by Industry
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      • Family Offices
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  • Individual Services
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