ILITs, PPLIs, and DSTs: Advanced Wealth Tools Your Advisor Hasn't Mentioned

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Key Takeaways

  • Three advanced wealth tools — ILITs, PPLI, and DSTs — can save HNW individuals millions in taxes, but most advisors never mention them because they don’t know how to coordinate them
  • An ILIT removes life insurance from your taxable estate — a single ownership change that can save heirs $1.65M+ on a $5M policy
  • PPLI wraps your investment portfolio in a life insurance structure for tax-free growth and tax-free transfer at death — designed for $1M+ portfolios with alternative investments
  • DSTs let you 1031-exchange into institutional real estate without being a landlord — ideal for investors who want to defer capital gains and stop managing properties

Your advisor has never mentioned these tools.

It’s not because you don’t qualify. It’s not because you don’t need them. It’s because your advisor either doesn’t know how to use them, doesn’t have access to them, or doesn’t have a way to coordinate them with everything else in your financial picture.

Most advisors operate in silos. The wealth manager manages stocks and bonds. The insurance person sells insurance. The real estate person handles real estate. None of them are looking at the tools that actually move the needle at the $2M+ level.

Let me introduce you to three wealth tools that are sitting right there, waiting to be used. And I’ll explain why coordination matters more than any single tool.


Tool 1: The Irrevocable Life Insurance Trust (ILIT)

This one’s the clearest to understand, so let’s start here.

What it is

An ILIT is a trust that owns your life insurance policy instead of you owning it directly. You establish the trust, fund it with gifts (within annual gift tax exclusion limits), the trust buys the policy, and the trust collects the death benefit when you die.

That’s it. Simple.

Why it matters

If you own a $5M life insurance policy in your personal name, that $5M is part of your taxable estate. When you die, your heirs owe estate tax on that $5M, which could be $1.65M or more depending on the tax rate.

But if that same $5M policy is owned by an ILIT, it’s not part of your taxable estate. So when you die, your heirs get the full $5M, and the estate tax doesn’t apply.

That single difference — ownership structure — can save your heirs $1.65M or more.

Who qualifies

Anyone with a life insurance policy and a taxable estate. If your net worth is $2M+, you should have an ILIT. If you’re at $5M+, it’s probably costing you real money not to have one.

What it costs

Usually $1,500 to $3,000 to set up with a good estate attorney. Then annual maintenance (tax returns for the trust) runs $500 to $1,500 per year depending on your attorney.

That sounds expensive until you compare it to the $1.65M in estate tax you just saved.

The catch

The policy has to stay in the ILIT. You can’t take it back. Once you transfer ownership to the trust, it’s gone from your estate permanently. You also have to be careful about the “incidents of ownership” — basically, you can’t have too much control over the policy, or the tax authorities will say it’s still yours.

This is where most people mess up. They either don’t set it up properly, or they set it up and don’t maintain it correctly, or they set it up without coordinating it with the rest of their estate plan.

Real coordination means: Your ILIT is working in concert with your will, your trust, your investment strategy, and your tax plan. Not in isolation.


Tool 2: Private Placement Life Insurance (PPLI)

This one’s more exotic, but it’s powerful for the right person.

What it is

PPLI is life insurance that wraps around a portfolio of alternative investments — hedge funds, private equity, real estate funds, commodities — instead of the traditional insurance company investments.

You buy life insurance. The death benefit is guaranteed by the insurance company. But the cash value inside grows based on the performance of the underlying investments you choose. You get access to institutional-grade investment options that you normally couldn’t reach as an individual.

Why it matters

High-net-worth individuals often have substantial investable assets in their personal names. Those assets generate capital gains, dividends, and other taxable income every year.

PPLI lets you take those investments and put them inside a tax-deferred insurance wrapper. The growth inside the policy compounds tax-free until you die or withdraw money.

For someone with $10M+ in investable assets, that tax deferral can compound into millions of dollars in additional wealth over twenty years.

Real example

Let’s say you have $5M in an alternative investment portfolio that compounds at 8% per year. Normally, you pay capital gains taxes, dividends, and other income taxes every year on that growth. After taxes, you’re netting maybe 5–5.5% annually.

Put that same portfolio inside a PPLI, and that 8% compounds tax-free. Over 20 years, the difference compounds into serious money.

Scenario20-Year Result
Traditional (5.5% after-tax)$5M → $14.9M
PPLI (8% tax-free)$5M → $23.3M
Difference+$8.4M

The tax deferral added $8.4M. Not bad.

Who qualifies

You need $5M+ in liquid, investable assets. You also need access to institutional-grade alternative investments (which most people don’t have unless they’re working with a wealth advisor). You also need to actually need death protection — PPLI is insurance, not just an investment wrapper. If you don’t need the death benefit, the tax-deferral benefit isn’t worth it.

What it costs

$50K to $100K+ to set up, depending on the insurer and the investment package. The insurance company takes a margin on the investments. The underlying investments have their own fees (usually 1–2% annually for hedge funds and private equity).

It’s expensive. But if you’re using it right, it’s paying for itself in tax savings.

The catch

It’s complex. The underlying investments are illiquid. You can’t bail out on a bad investment easily. And if the underlying investments underperform, the cash value doesn’t grow and the insurance cost can feel painful.

Most people shouldn’t own PPLI. But if you have $10M+ in net worth, you’re actually paying close attention to tax efficiency, and you have access to good alternative investments, PPLI is often worth a serious look.


Tool 3: Delaware Statutory Trust (DST)

This one’s about real estate, but it’s worth understanding.

What it is

A Delaware Statutory Trust is a special trust structure that holds real estate. It was created specifically to enable 1031 exchanges into passive investments.

Normally, if you sell a piece of investment real estate, you can do a 1031 exchange — buy another property and defer the capital gains tax. But you have to actively manage that property (landlord duties, repairs, tenant relations). You can’t outsource it without disqualifying yourself from the 1031 exchange.

A DST lets you sell your property, exchange into a DST that owns a much larger commercial real estate asset (office building, apartment complex, shopping center), and have a professional operator manage it while you sit back collecting passive income.

The gain is deferred. The asset is professional-quality. The management is hands-off.

Why it matters

Most business owners and real estate investors eventually accumulate a property or two that makes sense to sell — maybe it’s appreciated massively, maybe the tenant is a headache, maybe you want to diversify out of real estate.

But if you sell it, you’ll owe capital gains tax. That’s a real problem.

A 1031 exchange defers that tax. But if you do a traditional 1031 into another property, you’re still an active landlord. You’re still dealing with tenants, repairs, and management.

A DST lets you defer the tax AND get passive income AND have professional management. It’s the best of both worlds.

Real example

You own an office building that you bought for $2M and it’s now worth $6M. You’d love to sell it and diversify. But the $4M gain would trigger $800K–$1M in capital gains taxes.

Instead, you do a 1031 exchange into a DST that owns a beautiful apartment complex in Austin with professional management. The exchange defers the tax. You get passive income (no tenant calls to you). You get diversification. You get professional management.

The only difference: You don’t have the control you had over the original property. You own a share of the DST, but you’re not the operator.

For most people, that’s a great trade.

Who qualifies

Anyone doing a 1031 exchange who wants professional management and passive income. If you own investment real estate and you’re thinking about selling, you should know about DSTs.

What it costs

DSTs are offered by real estate companies (Inland Diversified, FS Investment, Merrill Lynch, etc.). They typically take a fee (0.5–1% annually) and they make their real return from the underlying real estate performance.

There’s no upfront fee. You’re just putting your 1031 exchange proceeds into the DST.

The catch

You lose control. You’re no longer the operator. You’re not deciding who the tenants are, what gets repaired, when it sells. You’re betting on the DST sponsor to do those things well.

That’s often fine. But it’s a real trade-off.


Why Coordination Is Everything

Here’s the thing: None of these tools work in isolation.

An ILIT works better when it’s coordinated with your overall estate plan, your tax situation, and your wealth strategy. It’s not just “move the insurance to a trust.” It’s “integrate the life insurance into a unified wealth structure that includes your trust, your business, your real estate, your investments.”

PPLI works better when it’s part of a broader tax strategy. It’s not “shove alternative investments into an insurance wrapper.” It’s “understand whether tax deferral is your real bottleneck, and whether PPLI is the best solution compared to other options.”

DSTs work better when they’re part of a real estate strategy. It’s not “do a random 1031 exchange into a passive investment.” It’s “sell the right property at the right time, exchange into the right DST at the right time, and integrate that into your overall investment and tax plan.”

The magic happens when one person (or one coordinated team) is looking at all three simultaneously.

Real coordination example

You’re a $10M net worth individual. You have:

  • A substantial life insurance policy
  • A real estate portfolio with a property you want to sell
  • An alternative investment portfolio that’s growing

An uncoordinated approach:

  • Your insurance advisor recommends you move the policy to an ILIT (good idea, but in isolation)
  • Your real estate advisor recommends a 1031 exchange into a DST (good idea, but in isolation)
  • Your wealth advisor is building your alternative investment portfolio (good, but disconnected from #1 and #2)

A coordinated approach:

  • You structure the ILIT to work with your broader estate plan
  • The proceeds from the real estate 1031 exchange are moved into a DST that aligns with your overall investment thesis
  • The DST income and the alternative investment portfolio are optimized for tax efficiency, integrated with the insurance strategy
  • The whole structure works together, reducing tax drag, improving capital efficiency, and creating a coherent plan instead of three separate tactics

The coordinated approach saves you $50K–$200K+ in taxes over ten years and creates a structure that actually hangs together.

Most advisors can’t do this because they don’t have access to all three domains. Or they don’t have the legal authority. Or they’re not compensated to think about the whole picture.


What Makes Sense for You

If you have $2M–$5M:

You probably need an ILIT and a solid investment strategy. DSTs and PPLI are probably premature. Focus on the basics: coordinated insurance, coordinated taxes, coordinated investments.

If you have $5M–$10M:

You probably benefit from all three. An ILIT for estate tax efficiency. A DST strategy for real estate. Possibly a PPLI if you have substantial alternative investment portfolio. But it all has to work together.

If you have $10M+:

You’re probably using all of these and more. The question isn’t whether you need these tools. The question is whether you’re using them in coordination with each other, or whether they’re sitting in silos creating inefficiency.


The Real Question

The real question isn’t “Should I set up an ILIT?” or “Should I do a PPLI?” or “Should I exchange into a DST?”

The real question is: Is someone actually looking at my entire financial picture and making sure all of this is coordinated?

Most people, the answer is no. They have an insurance person. A real estate person. A wealth advisor. An accountant. None of them are talking to each other. Each one is optimizing their silo. And the overall structure is fragmented.

Real wealth planning at the HNW level means one person (or one coordinated team) can see the entire picture. ILITs. PPLIs. DSTs. Business structure. Tax strategy. Investment strategy. Real estate. All of it working together.

That’s what integrated wealth planning actually means.


What to Do Next

If you’re above $5M in net worth and you don’t have a clear answer to the question “How are my insurance, real estate, and investments coordinated?” — that’s your signal.

Start with a real structural assessment. Not a performance review. Not a fee comparison. An actual look at your entire financial picture to see:

  1. Where the silos are
  2. Where coordination would save you money
  3. Which of these tools actually apply to your situation
  4. How they should work together

Most people find that there’s significant coordination opportunity sitting right there. Often worth $50K–$500K+ depending on your situation.

That’s what a Wealth Sovereignty Review is designed to uncover.

Let’s start there.

Schedule a Wealth Sovereignty Review →

AE

Andrew Escher, CFA

Fiduciary Advisor · Fractional CFO · Good Deals Advisors

10,000+ hours as a fractional CFO across 30+ companies and $300M+ in revenue. CFA Charterholder. Engineered a 9-figure acquisition exit. Andrew unifies investments, tax strategy, insurance, and exit planning under one fiduciary roof. Learn more

Frequently Asked Questions

An Irrevocable Life Insurance Trust (ILIT) holds a life insurance policy outside your taxable estate. When you die, the death benefit passes to your beneficiaries free of estate tax. For someone with a $10M estate, this can save $2-4M in estate taxes. ILITs make sense when your net worth exceeds the estate tax exemption (currently $13.61M per individual) or when you expect it to by the time you pass.

PPLI is a life insurance wrapper for your investment portfolio. You contribute assets into the policy, and they grow tax-free inside it — no capital gains, no dividend taxes, no annual tax drag. At death, the assets pass to beneficiaries income-tax-free. It's designed for HNW individuals with $1M+ to invest who want tax-efficient growth on alternative investments, hedge fund exposure, or concentrated stock positions.

A DST is a passive real estate investment that qualifies as a 1031 exchange destination. When you sell an investment property and want to defer capital gains but don't want to buy and manage another property, a DST lets you exchange into institutional-quality real estate (apartment complexes, industrial buildings, medical offices) with professional management. It's ideal for investors who are tired of being landlords but don't want the tax hit of selling.

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