1031 Exchange & DST Advisory | Insight Investment Advisers

Decision-first. Product-second.

You built real wealth in real estate.
Now you have a decision to make.

Selling appreciated property means facing capital gains taxes, depreciation recapture, and a narrow window to act. Before you decide anything, you need an adviser whose job is understanding your situation — not placing you in a product.

Start with a free strategy call

Tell us about your property. We'll walk through your options — no obligation, no sales pitch.

Request My Strategy Call

Registered Investment Adviser · No cost · No obligation

Who We Help

Investors who are ready to make a change

You've spent years building equity in something real. The question isn't whether your property has appreciated — it's what to do next without surrendering a third of it in taxes.

I.

Landlords & Rental Property Owners

Tenant calls, maintenance costs, and the weight of managing property don't fit the retirement you've planned. There's a better way to hold real estate.

II.

Multifamily & Apartment Owners

You're holding a concentrated, illiquid position. A 1031 exchange can preserve the equity while eliminating the operational burden.

III.

Triple-Net Property Owners

Your lease is approaching expiration or you're ready to simplify. We help you evaluate whether an exchange preserves your income stream.

IV.

Farm & Land Owners

Transitioning farmland involves more than tax planning. We work alongside you and your family to plan a transition that protects what you've built.

V.

Business Owners with Real Estate

When a business sale includes real estate, we help you structure the transaction to separate the two and defer the tax on the real property.

VI.

Investors Approaching Retirement

Your real estate has grown — but your timing, tax exposure, and income needs have changed. We build a clear picture before any irreversible decisions.

Common Challenges

The decision to sell is rarely straightforward

Most investors come to us after they've gotten a rough estimate of their tax bill. The number is almost always larger than they expected.

  • Federal capital gains taxes on decades of appreciation
  • Depreciation recapture taxed as ordinary income
  • State income taxes on the transaction
  • The 45-day identification window in a 1031 exchange
  • Difficulty finding replacement property in time
  • Concentrating more wealth in a single asset
  • Estate planning complications for heirs
  • Desire to exit management without losing income
37%+
Combined federal and state taxes that can erode a real estate sale when capital gains, depreciation recapture, and NIIT are factored together.
45 Days
The identification window in a 1031 exchange. Most investors discover this deadline only after they've sold — when pressure is highest.
180 Days
Total time to close on replacement property. Missing this deadline means all deferred taxes become due immediately.

How It Works

Starting with your situation, not a product

We don't open with a recommendation. We open with questions about what you're working with — then map the options available to you.

One

Discovery Call

A 30-minute conversation about your property, your timeline, and your goals. No pitch, no obligation.

Two

Options Analysis

We model the full tax picture — capital gains, depreciation recapture, state taxes — and map it against available strategies.

Three

Informed Decision

You see your options clearly, with tradeoffs spelled out. We recommend what fits your goals. You decide.

Four

Ongoing Support

Once in place, we stay involved — tracking distributions, watching for changes, adjusting as your situation evolves.

Why Insight

What makes this different

There are many people willing to sell you a DST. Fewer will tell you when a DST isn't the right choice.

Our Approach

Decision-first. Product-second.

We start with your goals and your tax exposure — not a product we're trying to place. The recommendation you receive is shaped by your situation, not our inventory.

Our Focus

Real estate transition specialists

We work specifically with investors transitioning out of active real estate. This isn't a side service — the complexity of these decisions is where we add the most value.

Our Clients

Landlords, farmers, and business owners

We understand the emotional weight of a transition decision, not just the financial mechanics. We speak the language of people who've built wealth in tangible assets.

Our Standard

Registered Investment Adviser

We are legally and ethically required to put your interests first. When large sums and irreversible decisions are involved, the fiduciary distinction matters significantly.

Educational Resources

Understand your options before you decide anything

These guides are written for investors facing real decisions — not to generate leads. Read them before your next conversation with any adviser.

Free Guide

The Retiring Landlord's Playbook

A plain-language guide to your options when selling rental property — capital gains taxes, 1031 exchange rules, DST basics, and how to think through the decision.

Free Guide

Farmland Transition Planning Guide

Selling farmland involves different considerations than other real estate. Tax implications, family dynamics, and passive income options available to farm families.

Free Guide

Business Exit & Real Estate Planning

When a business sale includes real estate, the structure can make or break your tax outcome. Options available to business owners before they sign anything.

Frequently Asked Questions

Questions we hear most often

A 1031 exchange (named after Section 1031 of the IRC) lets you defer capital gains taxes when you sell investment or business-use real property — provided you reinvest the proceeds into like-kind replacement property. You have 45 days to identify candidates and 180 days to close. Most investment real estate qualifies. Primary residences and property held for sale do not. A qualified intermediary must hold the proceeds during the exchange.

A Delaware Statutory Trust is a legal entity that holds real estate and allows multiple investors to own fractional interests. DSTs qualify as like-kind replacement property in a 1031 exchange — which makes them a practical solution for investors who want to complete an exchange without taking on active management. The underlying property is typically institutional-quality: multifamily, industrial, or net-leased commercial real estate managed by a professional sponsor.

A DST may be worth considering if you want to exit active management, diversify across property types or geographies, or access institutional-quality real estate you couldn't purchase individually. The tradeoff is liquidity: DST interests are not easily resold, and you're relying on the sponsor's management. Whether a DST fits depends on your income needs, tax situation, timeline, and estate planning goals. We model both paths before recommending anything.

If you've missed the 45-day identification window, a 1031 exchange is no longer available for that transaction. However, depending on your situation, there may be other strategies worth reviewing — including installment sales, Qualified Opportunity Zone investments, or charitable structures. The best time to plan is before a sale closes. Contact us before you list, not after you've signed.

When a DST investor passes away, heirs typically receive a stepped-up cost basis to fair market value at the date of death. This can eliminate the deferred capital gains that accumulated during the investor's lifetime — one of the significant estate planning advantages of holding property through a DST versus selling outright. Your estate planning attorney should be involved in structuring this alongside us.

Yes. Farmland qualifies as like-kind real property for a 1031 exchange. You can exchange into other investment real estate, including a DST holding institutional-quality agricultural or commercial property. The exchange must be set up before closing, and a qualified intermediary is required. We work regularly with farm families on this kind of transition.

Yes. As a Registered Investment Adviser, we are held to a fiduciary standard — legally required to act in your best interest, not in the interest of any product sponsor or our own compensation. Not all advisers who offer DSTs operate under this standard. When large, irreversible decisions are involved, it's a distinction worth asking about.

Most DST investments have a projected hold period of 5 to 10 years, though actual timelines vary. DSTs are illiquid — you cannot sell your interest on demand. Enter a DST with the expectation that your capital will be committed for the full projected hold. At exit, the property is typically sold and proceeds distributed to investors, who may then choose to do another 1031 exchange.

Next Step

Before you list, before you sign, before you decide

A 30-minute call costs you nothing. It may change how you think about the transaction you're planning.

No obligation · No sales pressure · Registered Investment Adviser