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Irvine Advisors' David Waal Analyzes the DST‑to‑721 Strategy, Urges CPAs and Real Estate Owners to Look Beyond One‑Size‑Fits‑All Recommendations

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Irvine Advisors

Feb 05, 2026, 13:30 ET

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SAN FRANCISCO, Feb. 5, 2026 /PRNewswire/ -- As the DST‑to‑721 upREIT strategy gains momentum among financial advisors and large real estate sponsors, David Waal of Irvine Advisors, LLC is urging CPAs and real estate owners to take a closer, more critical look at when this structure truly serves the client — and when it may unintentionally limit future tax‑planning flexibility.

Waal, a passive real estate professional who has guided clients through hundreds of 1031 exchanges, notes a growing trend: advisors with limited real estate expertise recommending the DST‑to‑721 pathway as a default solution.

"Many advisors are promoting the DST‑to‑721 strategy because it increases fees for both the advisor and the sponsor," Waal said. "At Irvine Advisors, our focus is on whether the structure aligns with the client's long‑term tax planning, liquidity needs, and estate goals — not on pushing a product."

Why CPAs and Property Owners Should Pay Attention

The DST‑to‑721 structure unfolds in two steps:

  • Step 1: The investor completes a 1031 exchange into a Delaware Statutory Trust (DST).
  • Step 2: After a typical two‑year hold, the DST interests are contributed to a Real Estate Investment Trust (REIT) through an IRS Section 721 exchange.

For CPAs, this structure raises important considerations:

  • A 721 exchange ends the client's ability to complete future 1031 exchanges.
  • REIT shares introduce liquidity, which can simplify estate equalization among heirs.
  • Fee structures often increase once the investor transitions into the REIT.
  • Future tax‑deferral options narrow, which may conflict with long‑term planning strategies.

"CPAs are often the first professionals clients turn to when evaluating a 1031 exchange," Waal said. "Understanding the downstream implications of a 721 conversion is critical. Once a client moves into a REIT, the 1031 pathway is closed permanently."

Why the Strategy Has Become So Widely Promoted

According to Waal, the surge in DST‑to‑721 recommendations is driven less by investor demand and more by Wall Street distribution channels.

"Large REIT sponsors are extremely effective at raising capital," he explained. "They've identified 1031 exchangers as a major source of new investment dollars. By partnering with advisors who don't typically handle real estate, they've created a simple, packaged solution that funnels clients into their REITs."

For real estate owners accustomed to controlling their assets, this shift can be significant. Once converted into REIT shares, investors no longer benefit from future 1031 opportunities.

When the DST‑to‑721 Strategy Does Make Sense

Waal emphasizes that the strategy is not inherently flawed — it simply needs to be applied thoughtfully.

"For clients who know they won't be doing another 1031 exchange — due to age, health, or personal preference — the 721 conversion can be a smart estate‑planning tool," he said. "The liquidity of REIT shares can make dividing assets among beneficiaries far easier."

When a DST‑Only Approach May Be Better

For investors who expect to continue exchanging real estate, Waal believes a traditional DST‑only strategy often preserves more flexibility.

DSTs typically hold properties for five to ten years, during which investors receive the potential for cash flow and participate in any appreciation. When the DST sells, the investor is again eligible for a 1031 exchange — whether into another DST or into a personally selected investment property.

"Real estate owners who want to maintain tax‑deferral options into another investment property or eventually exchange into a property they can use — such as a vacation rental that meets IRS investment‑use rules — should think carefully before committing to a 721 conversion," Waal said.

A Planning‑Driven, Not Product‑Driven, Philosophy

Irvine Advisors positions itself as an advocate for clients navigating an increasingly sales‑driven investment landscape.

"Our job is to help clients — and their CPAs — understand the full picture," Waal said. "The right strategy depends on the investor's timeline, liquidity needs, tax exposure, and legacy goals. There is no single solution that fits everyone."

To learn more about DSTs, 721 exchanges, and strategic real estate planning, visit www.davidwaal.com.

Media Contact: David Waal, [email protected]

1031 Risk Disclosure: There is no guarantee that any strategy will be successful or achieve investment objectives; Potential for property value loss – All real estate investments have the potential to lose value during the life of the investments; Change of tax status – The income stream and depreciation schedule for any investment property may affect the property owner's income bracket and/or tax status. An unfavorable tax ruling may cancel deferral of capital gains and result in immediate tax liabilities; Potential for foreclosure – All financed real estate investments have potential for foreclosure; Illiquidity – Because 1031 exchanges are commonly offered through private placement offerings and are illiquid securities. The secondary market for these investments is very limited, and early sale is not guaranteed. Reduction or Elimination of Monthly Cash Flow Distributions – Like any investment in real estate, if a property unexpectedly loses tenants or sustains substantial damage, there is potential for suspension of cash flow distributions; Impact of fees/expenses – Costs associated with the transaction may impact investors' returns and may outweigh the tax benefit Disclosures: Not an offer to buy or sell securities. All investing involves risk, including loss of principal. Past performance does not guarantee future results. Consult your financial and tax professionals before investing. Securities offered through Emerson Equity LLC, Member FINRA/SIPC. Available only in states where Emerson Equity LLC is registered. Emerson Equity LLC is not affiliated with any other entities mentioned.

SOURCE Irvine Advisors

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