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Estate Tax Planning Services

Estate Tax Planning Services: Pass Down the Assets, Not the Tax Bill

Estate tax planning is a numbers problem before it's a documents problem. Taxstra is a CPA-led firm serving 1,000+ clients in all 50 states. We model your federal and state exposure, build the gifting and basis strategy, and coordinate with your estate attorney so the plan works when it matters.

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Quick Answer
Estate tax planning arranges what you own, and how it transfers, so heirs receive assets instead of tax bills. Taxstra models your federal and state exposure, builds the gifting and basis strategy, and coordinates with your estate attorney, who drafts the documents. Several states tax estates far below the federal exemption; Illinois starts at a $4 million exclusion.

Worked examples

What estate tax planning looks like in dollars, using composite scenarios

1. Gift it now, or leave it at death

Say you bought stock for $100,000 that is now worth $1,000,000, and you want it to end up with your daughter.

  • Gift it today: she takes your $100,000 basis. When she sells at $1,000,000, she recognizes a $900,000 gain, roughly $214,000 of federal tax at the 20% top capital gains rate plus the 3.8% net investment income tax, before any state tax.
  • Leave it to her at death: her basis steps up to $1,000,000. She can sell the next day with essentially no federal capital gains tax.

Same stock, same daughter, roughly $214,000 of difference, driven entirely by sequencing. This is why reflexive gifting of appreciated assets is the most common expensive mistake we see in estates under the federal exemption: the family avoids an estate tax it was never going to owe, and buys a capital gains bill instead.

2. An annual gifting program for a family of ten

A married couple gives the annual exclusion amount to their three adult children, the children's three spouses, and four grandchildren: ten recipients. That's $380,000 per year leaving the estate with zero tax cost and zero paperwork. Over ten years, that's $3.8 million removed, plus every dollar of growth those assets would have produced inside the estate. For an Illinois family hovering near the $4 million state exclusion, a program like this can be the difference between a state estate tax bill and none.

3. An Illinois estate under the federal limit

An Illinois widow dies with a $7 million estate. Federal estate tax: zero; she's far under the federal exemption. Illinois estate tax: several hundred thousand dollars, due in cash, on an estate her family assumed was "under the limit." Had her spouse's plan funded a credit-shelter trust at the first death, each spouse's $4 million Illinois exclusion could have been put to work, dramatically shrinking or eliminating the state bill.

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What Estate Tax Planning Covers

The tax side of passing wealth, built by CPAs and executed with your attorney

Estate tax planning is the work of arranging what you own, and how it transfers, so your heirs receive assets instead of tax bills. At Taxstra, we handle the tax engine of that plan: modeling your federal and state estate tax exposure, designing a gifting strategy, mapping which assets should be held for a basis step-up, and making sure there is cash available to pay any tax without a forced sale.

To be clear about scope: we are CPAs, not attorneys. We do not draft wills or trusts. Your estate attorney handles the legal documents; we make sure the numbers behind those documents are right, the tax filings get done, and the strategy stays current as your assets and the law change. Most estate plans fail at exactly that seam: the trust exists, but the beneficiary designations, account titling, and tax projections were never aligned with it.

Key Insight

An estate plan is a system, not a document.

The will or trust is one component. The tax results are driven by gifting decisions made years earlier, the basis of each asset, how accounts are titled, and which state you die a resident of. We manage those moving parts year over year, the part a document can't do.

A typical engagement covers estate and gift exemption modeling, an annual gifting schedule, a basis map of your assets, liquidity planning, charitable strategy, business succession coordination, and a review of beneficiary designations and titling against the plan. Retirement accounts deserve special attention here: the inherited IRA rules put most non-spouse heirs on a 10-year payout clock, and a beneficiary choice made without that math is where otherwise solid plans leak income tax.

The Federal Exemption Is Not a Plan

Why "we're under the limit" is the most expensive sentence in estate planning

For 2026, the federal estate and gift tax exemption is $15 million per person ($30 million for a married couple), with amounts above that taxed at rates up to 40%. At those levels, most families assume estate tax planning is someone else's problem. Three things make that assumption risky.

First, the exemption is a political number. Congress has changed it repeatedly over the past two decades, and nothing prevents a future Congress from lowering it again. A plan built only for today's exemption has no margin for the law moving.

Second, state estate taxes start much lower. Illinois taxes estates above $4 million. A family nowhere near the federal exemption can still face a six-figure state estate tax bill (more on that below).

Third, estates grow. A $6 million estate compounding at 7% roughly doubles in a decade. The right question isn't whether you owe estate tax today; it's whether your projected estate, at projected exemption levels, creates exposure your heirs would have to pay in cash within months of your death.

Watch Out

Portability is not automatic.

A surviving spouse can use the deceased spouse's unused federal exemption, but only if the executor elects portability on a timely filed Form 706 estate tax return, even when no tax is due. Families routinely skip this filing because "there's no tax," then lose millions of exemption when the survivor's estate has grown. We flag this on every plan.

Step-Up in Basis: The Tax Break Families Waste

The most valuable estate tax decision is often a capital gains decision

Assets you hold until death generally receive a step-up in basis: your heirs' cost basis resets to the asset's value at your death, and the capital gain that built up during your lifetime is never taxed. Assets you give away during life generally carry your original basis to the recipient; the gain travels with the gift.

The first worked example at the top of this page puts dollars on that difference for a single appreciated stock position.

Column 1Recipient’s cost basis
Gift During LifeYour original basis carries over
Inherit at DeathStepped up to date-of-death value
Column 1Built-in capital gain
Gift During LifeRecipient inherits your gain
Inherit at DeathGenerally erased at death
Column 1Removed from taxable estate?
Gift During LifeYes, including future growth
Inherit at DeathNo, included in your estate
Column 1Filing required
Gift During LifeForm 709 if over the annual exclusion
Inherit at DeathForm 706 if estate is large enough (or for portability)
Column 1Best suited for
Gift During LifeCash and high-basis assets
Inherit at DeathLow-basis, highly appreciated assets

Annual Gifting That Moves the Needle

The simplest estate tax strategy is also the most underused

For 2026, you can give up to $19,000 per recipient per year ($38,000 for a married couple giving together) with no gift tax, no use of your lifetime exemption, and no gift tax return required. The exclusion applies per recipient, with no limit on the number of recipients. Used consistently, it quietly moves serious money out of a taxable estate. The second worked example at the top of this page shows what that looks like for a family of ten recipients.

Gifts above the annual exclusion aren't taxed immediately either; they simply use lifetime exemption and require a Form 709 gift tax return. For large estates, deliberately spending exemption during life can be the right call, because all future growth on the gifted assets escapes the estate entirely.

Key Insight

529 plans can be superfunded.

A special election lets you front-load five years of annual exclusion gifts into a 529 college plan at once (up to $95,000 per beneficiary in 2026, or $190,000 from a married couple), removing the money and its growth from your estate while it compounds tax-free for education. It pairs naturally with the account strategies on our retirement tax planning page.

Trusts and Entities, From the Tax Side

What each tool actually does to your tax picture, before your attorney drafts it

Trusts and family entities are where estate planning gets sold hard and explained badly. Our job is to model what each structure does to your taxes (estate, gift, income, and basis) so the conversation with your attorney starts from numbers instead of vocabulary.

  • Revocable living trust: avoids probate and keeps you in control, but it is not an estate tax strategy by itself; assets in it remain fully in your taxable estate.
  • Irrevocable life insurance trust (ILIT): keeps life insurance proceeds out of the taxable estate and creates liquidity to pay estate tax without selling the practice, the building, or the rentals.
  • Charitable remainder trust (CRT): converts an appreciated asset into a lifetime income stream with an upfront charitable deduction and deferral of the capital gain. Full breakdown on our CRT strategy page.
  • Charitable lead trust (CLT): the mirror image: a charity receives payments for a term, and what remains passes to heirs at a reduced transfer tax cost. See our CLT strategy page.
  • Family limited partnership (FLP): consolidates family assets (often real estate) under centralized management and may support valuation discounts on transferred interests. Details and risks on our FLP strategy page.

For business owners, the same modeling extends to succession: who buys the company or the building, with what money, and at what tax cost. Liquidity is the quiet killer in estates heavy on real estate or a closely held business: the tax can be due in cash while the wealth is locked in assets nobody should have to sell quickly.

The Illinois Estate Tax Trap

Why families far below the federal exemption still write six-figure checks

Illinois imposes its own estate tax with a $4 million exclusion and graduated rates reaching 16%. Three features make it nastier than it sounds. The exclusion is not portable between spouses; a couple can't simply combine to $8 million the way the federal rules allow. The computation behaves more like a cliff than a deduction, so estates modestly over $4 million owe disproportionately large amounts. And $4 million arrives faster than people think once you add a house, retirement accounts, a brokerage account, and life insurance death benefits.

The third worked example at the top of this page shows how this lands on a family that assumed it was under the limit.

The planning levers are real: credit-shelter trust structures at the first spouse's death, lifetime gifting (Illinois has no gift tax, so completed gifts generally leave the Illinois estate tax base), charitable strategy, and, for some clients, residency planning, since many states impose no estate tax at all. Multi-state estates add another layer: out-of-state real estate can pull a second state's rules into the plan, which is exactly the kind of problem our multi-state tax practice works on daily.

Watch Out

Your estate is bigger than you think.

Life insurance death benefits you own, retirement accounts, and home equity all count toward the estate tax base. We regularly meet Illinois families who estimate "two million, maybe" and model out above the $4 million line once everything is on the worksheet.

Why Taxstra for Estate Tax Planning

A planning firm, not a once-a-year preparer

  • CPA + MBA + licensed real estate broker. Founder Bryan Martin's credentials matter here: estates heavy on rental property need someone fluent in basis, depreciation recapture, and what properties actually trade for, not just trust vocabulary.
  • A proactive planning firm. Estate tax planning is multi-year by nature: gifting schedules, exemption usage, basis tracking. That's already how we work: quantified strategy engagements, not a once-a-year filing relationship.
  • Genuine multi-state expertise. State estate taxes, residency, and out-of-state property drive estate outcomes. Multi-state work is a daily part of our practice, not an occasional headache.
  • Established and nationwide. More than 1,000 clients across all 50 states, fully remote, with a modern client portal, so your attorney, your advisor, and your CPA can work from the same numbers.
  • We coordinate, we don't compete. We work alongside your estate attorney and financial advisor. The tax model we build becomes the shared blueprint everyone executes against.

FAQs

Common estate tax planning questions, answered directly

Is estate tax planning worth it if I'm under the federal exemption?

Usually, yes. The federal exemption is only one layer. Several states impose their own estate or inheritance tax at much lower thresholds; Illinois starts at $4 million. Basis planning matters at every estate size, because a bad gifting decision can create an avoidable capital gains bill for your heirs. And exemption levels are set by Congress, which means they can change. A plan keeps you flexible.

Should I gift assets now or let my heirs inherit them?

It depends on the asset's basis and your estate size. Gifts generally carry your cost basis to the recipient, so gifting highly appreciated assets can hand your heirs a large built-in capital gain. Assets held until death generally receive a step-up in basis, erasing that gain. The right move is asset-by-asset: gift cash and high-basis assets, hold low-basis assets for the step-up, unless estate tax exposure outweighs the basis benefit.

Do you draft wills or trusts?

No. Taxstra is a CPA firm, not a law firm. We design and quantify the tax strategy (exemption modeling, gifting cadence, basis planning, liquidity) and coordinate with your estate attorney, who drafts the documents. In our experience, the plans that fail are the ones where the tax projections and the legal documents were built separately. We make sure they match.

What is portability, and do I need to file anything to get it?

Portability lets a surviving spouse use the deceased spouse's unused federal estate tax exemption. It is not automatic: the executor must elect it on a timely filed Form 706 estate tax return, even when no tax is due. Skipping that filing can cost a family millions in exemption later. Note that portability is a federal concept; Illinois does not offer it for its state estate tax.

How does the Illinois estate tax work?

Illinois imposes its own estate tax with a $4 million exclusion (far below the federal exemption) at graduated rates that reach 16%. There is no portability between spouses, and the computation works more like a cliff than a simple deduction, so estates just over the line can owe surprisingly large amounts. Many Illinois families with real estate, retirement accounts, and life insurance are over $4 million without realizing it.

Can lifetime gifting reduce Illinois estate tax?

Often, yes. Illinois has no state gift tax, so assets given away during life are generally out of the Illinois estate tax calculation. A multi-year gifting program can move an estate below, or further below, the $4 million Illinois exclusion. The tradeoff is basis: gifted assets lose the step-up. We model both effects before recommending a gifting schedule.

What does a Taxstra estate tax planning engagement include?

We start by modeling your estate: current net worth, growth projections, federal and state exposure, and liquidity: who pays any tax, and from where. From there we build a written plan covering gifting strategy, basis mapping, trust and entity recommendations to discuss with your attorney, and beneficiary and titling review. We then handle the tax filings the plan requires, such as gift tax returns, and revisit the plan as law and assets change.

“I recently had the pleasure of working with Taxstra, and I must say, the experience exceeded my expectations. From start to finish, their professionalism, expertise, and customer care were outstanding.”
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Find Out What Your Estate Would Actually Owe

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Tax planning slots are limited before year-end.