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Advanced tax planning

Planning happens before December 31. Not in April.

A tax return records decisions that were already made. Planning is where the savings actually come from. We model your options while they are still available, then help you act on them.

2026 planning windowLive
97days left to
make your moves

    How we plan

    What proactive planning actually looks like.

    Every planning engagement follows the same disciplined process, so nothing depends on remembering to ask the right question at the right time.

    01

    Build your baseline

    We project this year's tax using your real numbers: income, entities, real estate, and the plans already in motion.

    02

    Screen every strategy

    Our planning platform checks your situation against 75+ advanced tax strategies across your businesses, real estate, and family.

    03

    Model the scenarios

    You see the options side by side, with estimated savings, deadlines, and what each one requires of you.

    04

    Implement and follow through

    We put every deadline on a calendar, coordinate with your attorney and advisors, and keep estimates on track all year.

    Every strategy we recommend comes with a plain-English brief explaining what it is, why it fits your situation, what it will take to implement, and what documentation it needs to hold up.

    The planning waterfall

    Eliminate first. Then reduce. Then defer.

    Not all tax savings are equal. A dollar of tax eliminated is worth more than a dollar taxed at a lower rate, which is worth more than a dollar pushed into next year. We work the list in that order.

    Eliminate01

    Remove it for good

    Deductions, exclusions, and credits that make the tax disappear permanently. This is where we look first, every time.

    Reduce02

    Lower the rate

    Convert income taxed at ordinary rates into income taxed at capital gains rates, or unlock losses that offset high-rate income.

    Defer03

    Push it forward

    Move tax into future years, when your bracket may be lower and your cash has had years to work for you in the meantime.

    Strategy library

    A look inside the strategy library.

    A sample of the strategies we evaluate for planning clients. Filter by who you are or by what you are trying to accomplish.

    Goal

    Showing 20 of 20 strategies

    Eliminate

    S corporation structure & reasonable pay

    Pay yourself a defensible salary and take the rest as distributions, which are not subject to self-employment tax. We document reasonable compensation so it holds up.

    Best for: profitable owner-operated businesses
    IRC §1402S corp vs. LLC
    Defer

    Cash balance & defined benefit plans

    Deduct retirement contributions far above 401(k) limits, often six figures a year for owners in their 50s and 60s, and pair the plan with a 401(k) for even more.

    Best for: high-income owners with stable profits
    IRC §401(a), §404
    Eliminate

    The Augusta Rule

    Rent your home to your business for up to 14 days a year for legitimate meetings. The business deducts the rent, and you receive it tax-free.

    Best for: owners who hold board or planning meetings
    IRC §280A(g)
    Eliminate

    Hiring your children

    Pay your kids a fair wage for real work. The business deducts it, their standard deduction shelters it, and they can start a Roth IRA with what they earn.

    Best for: family businesses, farms, and ranches
    IRC §3121(b)(3), §63
    Eliminate

    Business credit sweep

    A structured review for research, work opportunity, and other credits that reduce tax dollar for dollar and are routinely missed.

    Best for: manufacturers, contractors, and growing employers
    IRC §41, §51About R&D credits
    Eliminate

    Qualified small business stock

    Structure a C corporation so that gain on a future sale of qualifying stock may be excluded from federal tax, potentially in the millions.

    Best for: founders planning to build and sell
    IRC §1202
    Reduce

    Sale price allocation

    When you sell a business, how the price is allocated decides how much is taxed at capital gains rates. We work the allocation before the deal closes, not after.

    Best for: owners approaching a sale
    IRC §1060
    DeferReduce

    Cost segregation

    An engineering study reclassifies parts of a building into shorter lives, and bonus depreciation can pull those deductions into the first year.

    Best for: anyone who buys, builds, or renovates property
    IRC §168Read the guide
    DeferReduce

    Residual soil fertility deduction

    When you buy farmland, part of the price often pays for fertility the prior owner built up in the soil. A soil study can make that portion deductible, frequently 10 to 15 percent of the land's value.

    Best for: farm and ranch buyers
    IRC §180, §611
    Reduce

    Short-term rental strategy

    Rentals with an average stay of seven days or less follow different rules. Materially participate, and losses, especially with cost segregation, can offset wages and business income.

    Best for: owners of vacation rentals
    Treas. Reg. §1.469-1T(e)(3)
    Reduce

    Real estate professional status

    Qualify as a real estate professional and your rental losses are no longer trapped as passive. They can offset your other income without limit.

    Best for: households with a spouse active in real estate
    IRC §469(c)(7)
    Eliminate

    1031 exchanges, held for life

    Trade up from property to property while deferring the gain. Hold until death, and your heirs receive a stepped-up basis that erases the deferred gain entirely.

    Best for: long-term real estate investors
    IRC §1031, §1014Read the guide
    EliminateDefer

    Opportunity zones

    Reinvest capital gains into a Qualified Opportunity Fund. Hold the investment for ten years and its appreciation can be excluded from tax.

    Best for: investors with a large capital gain
    IRC §1400Z-2
    Reduce

    Roth conversion ladder

    Convert traditional IRA dollars to Roth in lower-income years to fill the low brackets on purpose, while watching Medicare premium and credit thresholds.

    Best for: recent retirees and business sellers
    IRC §408A
    Eliminate

    Donor-advised funds

    Front-load several years of giving into one deduction year, fund it with appreciated stock to skip the capital gain, and grant to charities over time.

    Best for: charitable families in a high-income year
    IRC §170
    EliminateDefer

    Charitable remainder trusts

    Move an appreciated asset into a trust, sell it without immediate tax, receive income for life, and leave the remainder to the causes you care about.

    Best for: owners of highly appreciated assets
    IRC §664
    Eliminate

    Upstream basis planning

    Gift an appreciated asset to an older relative with unused estate exemption. At their passing it can return with a stepped-up basis and the built-in gain erased.

    Best for: families with low-basis assets and aging parents
    IRC §1014
    ReduceDefer

    Tax-loss harvesting

    Realize investment losses to offset gains and up to $3,000 of ordinary income each year, while staying invested and avoiding wash-sale traps.

    Best for: investors with taxable accounts
    IRC §1091
    EliminateDefer

    Energy working interests

    A working interest in domestic oil and gas development can produce a large first-year deduction that offsets wages and business income, not just passive income.

    Best for: accredited investors with high W-2 income
    IRC §263(c), §469(c)(3)
    Defer

    Installment sales

    Sell property or a business and recognize the gain as payments come in, spreading the tax across years and lower brackets.

    Best for: sellers who can carry a note
    IRC §453

    This is a sample of the 75+ advanced tax strategies we evaluate, provided for general information only. Every strategy has requirements, and some draw more IRS attention than others. We will tell you plainly which ones fit your situation and which ones do not.

    The planning calendar

    Planning is a year-round rhythm, not a season.

    We are hereJanuary to March

    File and set the plan

    Close the books, file on time, and set the year's strategy while every option is still open.

    We are hereApril to June

    Mid-year projection

    Compare the year to plan, adjust estimated payments, and put retirement and entity changes in motion.

    We are hereJuly to September

    Fall planning meeting

    Model the scenarios with real year-to-date numbers and decide which strategies to execute.

    We are hereOctober to December

    Execute before year-end

    Purchases, contributions, gifts, and conversions completed and documented before December 31.

    Beyond the annual plan

    The bigger decisions, planned the same way.

    Our team works through more than 9,000 pages of the Internal Revenue Code and IRS regulations so you don't have to.

    In regular planning meetings, your tax team reviews your projected profits for the year, forecasts your federal and state taxes, and proposes options to consider before year-end. Every suggestion is explained simply, with its tax savings disclosed, and we decide together which ones to put in place. See the ideas we use in the Planning Center.

    Through Linked Accounting Alliance, we also bring in cost segregation and R&D credit specialists when your situation calls for them, along with a planning platform that screens 75+ advanced tax strategies against your situation.

    Income tax planning

    • Projected profits reviewed in regular planning meetings
    • Federal and state tax forecasts before year-end
    • Deductions, credits, and timing of income optimized
    • Every option with its estimated savings written down

    Estate and wealth planning

    Our tax team works with qualified estate attorneys to propose and put in place strategies that limit or eliminate estate taxes for clients who pass the federal and state wealth thresholds.

    Planning for a business sale

    A sale may be the only one you ever make. Our consultants have helped hundreds of owners through an exit, and it is best to start two to three years ahead.

    • Timing, and what buyers will expect
    • How to find a buyer
    • Estimating value, including acceptable owner add-backs
    • Net cash forecast and how to preserve it
    • Sale tax mitigation and the documents you will need
    • Your next steps after the sale

    Acquisition analysis

    Buying a business? We help you evaluate it before you sign.

    • Historic cash flow and quality of earnings
    • Tax compliance of the target
    • Accounting systems and procedures
    • Receivables, payables, inventory, and working capital

    Frequently asked questions

    Questions we hear often.

    What is tax planning, and why is it important?

    Tax planning is the process of organizing your finances to minimize your tax liabilities while staying compliant with tax laws. It involves strategies such as timing income, deductions, and investments to reduce the overall amount you owe. Tax planning is important because it helps businesses and individuals save money, avoid penalties, and optimize financial outcomes, allowing for more efficient cash flow management and long-term financial planning.

    What are the common tax deductions I can claim?

    Common tax deductions for businesses include expenses like office supplies, rent, utilities, employee salaries, and professional services such as accounting or legal fees. Other deductions may include vehicle expenses, travel costs for business purposes, advertising, and home office expenses if applicable. Tax planning with a professional can help ensure you're claiming all eligible deductions while staying compliant with tax regulations.

    How can I reduce my taxable income?

    You can reduce your taxable income by claiming eligible deductions, such as business expenses, home office deductions, retirement contributions, and health insurance premiums for the self-employed. Maximizing credits, such as energy-efficient home credits or education credits, also helps lower your taxable income. Engaging in tax planning strategies, such as deferring income to future tax years or accelerating expenses, can further minimize your tax burden while staying compliant with tax laws.

    What is the difference between tax credits and tax deductions?

    Tax credits reduce your tax bill directly, dollar for dollar, while tax deductions lower your taxable income, which indirectly reduces the amount of tax you owe. For example, a $1,000 tax credit reduces your tax bill by $1,000, while a $1,000 deduction lowers the portion of your income subject to taxes. Both credits and deductions can significantly reduce your tax liability, but credits have a more immediate impact.

    How can I plan for taxes as a small business owner?

    As a small business owner, you can plan for taxes by keeping organized financial records, tracking deductible expenses, and setting aside a portion of your income for estimated tax payments. Regularly review financial statements to estimate tax liabilities and consider hiring a tax professional for strategic planning. Using tax-advantaged accounts, such as retirement plans, and timing income and expenses can also help reduce your tax burden. Year-round tax planning ensures you’re prepared for tax season without surprises.

    What strategies can I use to minimize capital gains tax?

    To minimize capital gains tax, you can hold investments for more than a year to qualify for lower long-term capital gains rates. Offset gains with losses through tax-loss harvesting, or reinvest proceeds into tax-advantaged accounts like IRAs or 401(k)s. You can also strategically time the sale of assets, spreading gains over multiple tax years, or donate appreciated assets to charity for tax benefits. Consulting with a tax professional can help tailor these strategies to your financial situation.

    How do tax-advantaged retirement accounts help with tax planning?

    Tax-advantaged retirement accounts, like IRAs and 401(k)s, help with tax planning by allowing you to contribute pre-tax income, which reduces your taxable income for the year. The growth in these accounts is tax-deferred, meaning you don’t pay taxes on the earnings until you withdraw in retirement. Roth accounts, on the other hand, let you contribute after-tax income, but qualified withdrawals are tax-free. These accounts provide valuable tools for managing your taxable income and reducing tax liabilities.

    What is the tax impact of selling property or investments?

    Selling property or investments can trigger capital gains taxes if the asset has appreciated in value. Short-term capital gains, from assets held less than a year, are taxed at your regular income tax rate, while long-term gains, from assets held over a year, are typically taxed at lower rates. You may also use capital losses to offset gains, reducing your tax liability. Consulting a tax professional can help you navigate the tax implications of significant sales.

    How should I plan for taxes if I receive an inheritance?

    When receiving an inheritance, it’s important to understand that while inheritances themselves are typically not taxed, certain assets, such as retirement accounts or property, may trigger taxes when sold or withdrawn. For example, inherited investments may be subject to capital gains taxes. Planning with a tax professional can help you navigate the tax rules, optimize any potential tax savings, and ensure compliance with applicable tax laws.

    What are the key tax planning strategies for high-income earners?

    High-income earners can reduce their tax burden through strategies such as maximizing contributions to tax-advantaged retirement accounts, utilizing charitable donations to lower taxable income, and strategically timing income and deductions. Investing in tax-efficient vehicles, taking advantage of capital gains planning, and leveraging tax-loss harvesting are also effective strategies. Working with a tax advisor ensures you utilize all available credits, deductions, and legal tax mitigation opportunities.

    Start the conversation

    Let's talk about your tax plan.

    A planning conversation now is worth more than any scramble at filing time. Tell us where you are and we will map the next step.

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    (385) 401-2224 admin@linkedaccounting.com

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