October 5, 2026
Your health insurance may be deductible. But only if your W-2 says so.
If you own more than 2% of an S corporation, your dental, vision, and Medicare premiums need to show up in Box 1 of your W-2 to count as a deduction. Put them in Boxes 3 or 5, or leave them off entirely, and that deduction can slip away. It is a small payroll detail that costs S corp owners real money every year.
At Pritchett Law Group, our small business attorney and tax resolution attorney help owners across Tulsa and Bixby catch these details before filing season. And because your business and your legacy are connected, our estate planning attorney and living trust attorney can make sure the wealth you are building is protected for the people you love.
✔ Premiums belong in Box 1, not Boxes 3 or 5
✔ The rule applies to owners of more than 2%
✔ A quick review now beats a fix after an audit
Before year-end payroll closes out, schedule a consultation with Pritchett Law Group and make sure your W-2 is working for you.
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October 1, 2026
One room. Three uses. No deduction.
If your W-2 job, your spouse's business, and your own side business all share the same desk, the IRS is unlikely to see any of it as a legitimate home office deduction. Exclusive use is the rule, and mixing personal and business activity in the same space is one of the fastest ways to lose it.
At Pritchett Law Group, our small business attorney and tax resolution attorney help business owners across Tulsa and Jenks set up clean boundaries between their work, their entities, and their taxes before questions come up. That same clarity matters in your long-term planning too. Our estate planning attorney and living trust attorney often see how tangled business and personal affairs create real headaches for families later.
• Keep business space exclusive and documented
• Separate entities and accounts where it makes sense
• Review your setup before year-end, not after an audit
As the year winds down, it is a smart time to make sure your business structure and your estate plan are working together. Schedule a consultation with Pritchett Law Group and get everything in its proper place.
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September 28, 2026
$3,000 a year, or all of it now. That is what is at stake when the IRS looks at your house flipping activity.
If the IRS classifies you as an investor, your loss may be capped at $3,000 per year against ordinary income. If you qualify as a dealer, you may be able to deduct the full loss right away. The classification depends on factors like how often you flip, how long you hold properties, and how the activity is documented.
At Pritchett Law Group, our tax resolution attorney helps flippers and real estate investors in Tulsa and Bixby understand where they stand before the IRS decides for them. Since most flips run through an LLC, our small business attorney can also make sure your entity setup matches the tax treatment you are counting on.
• Investor status may cap losses at $3,000 per year
• Dealer status may allow the full deduction now
• The details of your deals decide which one applies
If real estate is part of your bigger picture, our estate planning attorney and trust administration attorney can help fold those investments into a solid legacy plan.
Before you close your next flip, schedule a consultation with Pritchett Law Group and make sure the IRS sees your activity the way you do.
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