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Tax Planning
6 strategies · accelerate, defer, eliminate

Tax planning strategies. Accelerate, defer, eliminate.

Tax planning is where significant wealth gets built. Cost segregation accelerates depreciation. Opportunity Zones defer and eliminate capital gains. Section 199A reduces pass-through income tax 20%. Conservation easements generate large charitable deductions. Sales tax compliance prevents catastrophic state audits. We coordinate with your CPA on implementation.

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All 50 states + DC 60-day money-back SOC 2 Type II
All services

All tax planning strategies.

From cost seg studies on commercial real estate through Opportunity Zone structuring through Section 199A optimization.

Real estate tax

Commercial property
Cost Segregation Study
$7,500+
Accelerate depreciation on commercial RE
Use case: Commercial real estate $500K+Learn more →
Opportunity Zone
$9,999+
QOF + QOZB structuring
Use case: Capital gains deferral + eliminationLearn more →
Conservation Easement
$9,999+
Land preservation + charitable deduction
Use case: Landowners with conservation valueLearn more →

Pass-through tax

LLC, S-Corp, partnership
Section 199A QBI
$2,999
20% pass-through deduction
Use case: Pass-through business ownersLearn more →

Sales tax

Multi-state compliance
Sales Tax Compliance
$499/mo
Multi-state registrations + returns
Use case: Multi-state sellersLearn more →
Marketplace Facilitator
$249/mo
Amazon, Etsy, eBay reconciliation
Use case: Marketplace sellersLearn more →
Why our tax planning

Tax planning that integrates. With your CPA.

Accelerate depreciation

Cost seg breaks commercial property into components depreciating 5, 7, 15, 39 years instead of single 39-year straight-line. Combined with bonus depreciation, massive first-year deductions.

Defer capital gains

Opportunity Zone (until Dec 31 2026) and 1031 like-kind exchanges defer capital gains by reinvesting proceeds. Both have strict rules; we coordinate the structuring.

Eliminate gains long-term

Opportunity Zone investment held 10 years: gain on the QOF investment fully eliminated. Powerful long-term strategy.

Pass-through 20% deduction

Section 199A allows pass-through business owners to deduct 20% of QBI. Complex limitations above income thresholds. We optimize structure.

Conservation easements done right

Legitimate easements with proper engineering, MAI appraiser, reputable land trust generate substantial charitable deductions and hold up to IRS scrutiny. Bad ones (syndicated) get disallowed.

Sales tax catastrophe prevention

Multi-state sales tax non-compliance compounds: unfiled returns have no statute of limitations. We register, file, and remit so the problem stays contained.

FAQ

About Tax Planning.

Do you replace my CPA?
No: we provide the strategy and structuring while your CPA implements it on the return, so cost segregation studies, Section 199A optimization, and Opportunity Zone structuring all integrate with your tax preparation. We coordinate with your CPA so strategy and filing work together rather than in isolation.
What is a cost segregation study?
An engineering study that reclassifies parts of commercial or rental property from 39-year or 27.5-year depreciation into shorter 5, 7, and 15-year lives, generating large first-year deductions, especially combined with bonus depreciation. It suits property owners with significant real estate. See cost segregation.
What is an Opportunity Zone?
A designated lower-income census tract where capital gains reinvested in a Qualified Opportunity Fund within 180 days can defer the gain, and if the investment is held ten years, the gain on the fund investment is eliminated. The original-gain deferral runs through December 31, 2026 per statute. See Opportunity Zone structuring.
Does the Section 199A deduction still apply?
The 20 percent pass-through deduction from the 2017 tax law was scheduled to sunset after 2025, and while Congress has discussed extension, you should confirm current status before relying on it and maximize the benefit while available. See Section 199A QBI for how it works.
Why is multi-state sales tax such a risk?
Because unfiled sales tax returns generally have no statute of limitations, so multi-state non-compliance compounds indefinitely and penalties can exceed the tax owed, making it the most expensive routine tax mistake. We flag your nexus so you register and file where required before it snowballs.
What is a 1031 exchange?
A like-kind exchange lets you defer capital gains on investment real estate by reinvesting the proceeds into like-kind property within strict deadlines, 45 days to identify and 180 days to close. It is a core real-estate deferral strategy that pairs with entity structuring. See our real estate services.
Who benefits most from proactive tax planning?
Profitable businesses, real estate owners, and anyone facing a large capital gain, since the biggest strategies, cost segregation, Opportunity Zones, 199A optimization, reward planning before year-end rather than after. We flag which strategies fit your situation so planning happens while it can still change the outcome.
How does tax planning connect to my entity structure?
Closely: your entity and tax classification determine which strategies are available, so an S-corp election, a holding structure, or how property is titled all shape your planning options. We keep your structure organized so the strategy and the entity reinforce each other.
Can File.Business help me plan proactively?
We keep your entity and structure organized, flag the planning strategies, cost segregation, Opportunity Zones, 199A, sales-tax exposure, that fit your situation, and coordinate the structuring with your CPA, so you capture opportunities before year-end rather than discovering them too late.

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220,000+ businesses. 60-day money-back. State fees passed through at cost.
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Every deadline auto-tracked across your entities. Compliance Score visible year-round.
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