Advisor FAQ Hub: 1031 Questions Professionals Get Every Week

Comprehensive 30-question reference hub for advisors. Organized by topic: Timeline, Boot & Tax, Property Qualification, Entity & Ownership, DSTs & Alternatives, Compliance. Each answer cites relevant IRC sections and links to deeper resources.

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Timeline and Deadlines

What counts as Day 1 for the 45/180-day periods? The day title closes on the relinquished property - the property the client is giving up - is Day 0, and Day 1 is the next calendar day. Both windows run from the closing in calendar days: 45 days to identify replacements, 180 days to close on one. Confirm the exact closing time with the title company.

Can weekends or holidays extend the deadlines? No. Weekends and holidays never move the deadlines; only IRS disaster relief under §7508A, or combat-zone service under §7508, can postpone them. If Day 45 falls on a Saturday, midnight Saturday is the deadline. Most advisors submit the identification letter by Day 40 to leave room for processing delays.

How are deadlines calculated for a Dec. 31 closing? December 31 is Day 0, which puts Day 45 at February 14 and Day 180 at June 29 of the following year (June 28 in a leap year). But the exchange period ends on the earlier of Day 180 or the due date of the return for the year of the sale (April 15 for an individual), so unless the client extends that return (Form 4868 or 7004), the exchange must close by then. The exchange is reported on Form 8824 for the year of the sale. Consult the CPA on estimated taxes.

What if the client's sale closes late in December? A late-December closing pushes the identification and acquisition windows across the year-end boundary, and the exchange period ends on the return due date if that comes before Day 180, so calendar a return extension at closing. The same-taxpayer rule - identical ownership on both sides of the exchange - still applies.

Can the advisor sign the identification letter? No. The identification must be signed by the client or by a representative holding written power of attorney. Most advisors decline to sign, to avoid the liability. A template letter walks through the format.

What is the most common reason identifications fail? Procrastination. After that, identified properties fall through on inspection or negotiation, leaving no viable replacement by Day 180. The defense is to identify early and to include at least one property likely to close.


Boot, Basis, and Tax

What is boot and how is it taxed? Boot is anything the client receives that is not like-kind property: cash, debt relief, or non-real-property assets. Recognized gain is the lesser of the realized gain or the boot received. A fully deferred exchange defers recapture along with the rest of the gain; recapture is recognized only to the extent gain is recognized. The Form 8824 walkthrough shows the math.

How is depreciation recapture treated? A fully deferred exchange defers depreciation recapture along with the rest of the gain. Recapture is recognized only to the extent gain is recognized (boot), or where §1245 property is given up for less §1245 property, for example cost-segregated components (§1250(d)(4), §1245(b)(4)). Unrecaptured §1250 gain on real property is taxed at a maximum 25%, not at ordinary rates. The deferred gain carries into the replacement property through its basis.

How is basis calculated in the replacement property? Start with the adjusted basis of the relinquished property, add any boot paid (cash paid and new debt assumed), subtract any boot received (cash received and debt relieved), and add any gain recognized; equivalently, take the replacement's cost and subtract the deferred gain. The result is the adjusted basis in the replacement property.

What happens when a loan is paid off from sale proceeds? Debt paid off at the sale is boot only to the extent it is not replaced by new debt on the replacement or by cash the client adds (Treas. Reg. §1.1031(d)-2). Coordinate with the CPA on the Form 8824 preparation.

Can the client borrow from the 1031 proceeds during the exchange? No. If the qualified intermediary - the independent party that holds the sale proceeds, or QI - releases funds to the client for any reason during the 45/180-day window, the client is treated as having received the money (constructive receipt) and the exchange fails. See the safe-harbor guide.


Property Qualification

What is "like-kind" under current law (post-TCJA)? Any real property held for investment or for productive use in a trade or business. A client can swap an office building for farmland, or a warehouse for a multifamily complex. Type, size, and location do not have to match.

Does 1031 still apply to anything besides real estate? No. The 2017 Tax Cuts and Jobs Act ended 1031 deferral for personal property - equipment, vehicles, and anything that is not real estate. The quick-screen helps sort clients.

Do property flips qualify? It turns on intent and holding period. A dealer who buys and sells as a business holds inventory, which does not qualify. Property held two or more years with investment intent has a stronger case. Send ambiguous cases to a CPA or tax attorney.

What is Rev. Proc. 2008-16 (vacation home exchanges)? A safe harbor for dwelling units that also see some personal use. For the two years before and after the exchange, the property must be rented at fair market value for at least 14 days a year, and personal use must stay under the greater of 14 days or 10% of the days it was rented. The full guide has the details.


Entity and Ownership

Can an LLC do a 1031 exchange? Yes, as long as the same taxpayer sits on both sides. If the property is held in XYZ Rentals LLC, the replacement has to be held in that same LLC. A single-member LLC that is disregarded for tax purposes is treated as its owner. The rule to protect is simple: do not change the entity structure mid-exchange. More in the same-taxpayer guide.

Can a partnership or multi-member LLC exchange property? Yes. The partnership is the taxpayer, so gain is deferred at the partnership level and each partner carries a pro-rata share of it. Individual partners cannot opt in or out.

What is a "disqualified person" for QI purposes? Anyone who has served as the client's advisor, attorney, accountant, agent, or employee in the prior two years, or a related entity. That is why the QI must be an independent third party. See the safe-harbor guide.

How do related-party rules work under IRC 1031(f)? If the client exchanges with a related person and either party disposes of the property it received within two years of the last transfer, the deferred gain is recognized as of that disposition. Related persons under §267(b) and §707(b)(1) include a spouse, ancestors, lineal descendants, siblings, and entities more than 50% owned. See the two-year-rule guide.

What if the client is purchasing jointly with a spouse? If the relinquished property is held individually, the replacement must be held individually too. Same-taxpayer means identical entities on both sides. A tax attorney can walk through structuring options.

Can a client exchange into a joint-tenancy property with a spouse? Only if the relinquished property was also held jointly - the same-taxpayer rule again. For community-property-state nuances, consult a tax attorney.


DSTs and Alternatives

What is a DST and how is it treated for 1031? A Delaware Statutory Trust (DST) is a passive investment vehicle that holds real property. Under Revenue Ruling 2004-86, an interest in a DST counts as a real property interest and qualifies as like-kind. See the DST guide.

Can an exchange into a DST be unwound? Once the client holds the DST interest, the exchange is complete. When the trust later sells its property, the investor's share of the gain is taxable unless the investor does a new 1031 exchange with that share of the proceeds. Review the offering documents for how a sale is handled. Consult counsel.

Can a client do multiple 1031 exchanges in succession? Yes. There is no cap on the number of exchanges and no required holding period between them; the deferred gain from each simply carries forward. Hold the last replacement property until death, and the step-up in basis erases the accumulated gain.

What happens to deferred gain at death? The replacement property gets a step-up in basis to fair market value under IRC 1014, so the deferred gain is permanently forgiven and heirs inherit at that stepped-up basis. It is a large benefit and a primary reason clients run exchanges in series.

What is a reverse exchange? Under Rev. Proc. 2000-37, the client buys the replacement property before selling the relinquished one. An exchange accommodation titleholder - a party that holds title during the transition - parks the property until the sale closes. The 180-day deadline still applies. See the reverse-exchange guide.


Identification Rules

What is the three-property identification rule? Treas. Reg. §1.1031(k)-1(c)(4) lets the client identify up to three replacement properties regardless of their value, and close on at least one. Identify more than three, and the 200% or 95% rule kicks in.

When does the 95% rule apply? If the client identifies more than three properties and their combined value tops 200% of the relinquished property's value, the client has to close on at least 95% of the total identified value. Most advisors keep the list to three or fewer and skip the calculation.

Must a formal identification letter be used? The identification must be in writing, signed by the client, and delivered to the QI. A formal letter on the QI's template is the safest route; loose emails or informal lists are easier to challenge. Use the template.


This hub is a reference. For depth on any topic, follow the linked articles, and when a situation gets ambiguous, escalate to a CPA, tax attorney, or QI who specializes in 1031 exchanges.

Frequently asked questions

What is boot and how is it taxed?

Boot is anything the client receives in the exchange that is not like-kind to the relinquished property: cash, debt relief, or non-real-property assets. Under IRC 1031(b), receiving boot caps the recognized gain at the lesser of the realized gain or the boot received. Boot can also be negative - the client pays additional cash out of pocket - which adds to basis and can offset debt relief, without triggering current tax. A fully deferred exchange defers depreciation recapture along with the rest of the gain; recapture is recognized only to the extent gain is recognized. See the [Form 8824 walkthrough](/learn/form-8824-advisor-walkthrough) for basis calculations.

What is constructive receipt and how do safe harbors prevent it?

Constructive receipt happens when the client gains actual or constructive control of the sale proceeds during the exchange period. Under Treas. Reg. §1.1031(k)-1(g), the qualified intermediary safe harbor holds if a qualified intermediary keeps the proceeds in a segregated account, the client never receives or can access the funds, and the QI wires the money directly to the seller of the replacement property. The client cannot take a check, move the funds personally, or delay the transfer to the QI. This is the single biggest technical risk in a 1031 exchange. See the [advisor playbook](/learn/1031-for-advisors-playbook) for safeguards.

How do related-party rules work under IRC 1031(f)?

Section 1031(f), enacted in 1989, provides that if the taxpayer exchanges with a related person and either party disposes of the property it received within two years of the last transfer, the deferred gain is recognized as of that disposition. Related persons under §267(b) and §707(b)(1) include a spouse, ancestors, lineal descendants, siblings, and entities more than 50% owned. The two-year hold is a cliff: a sale on Day 730 disqualifies the exchange. Related-party deals are still possible, but they need careful planning and documentation. Consult counsel.

What is the "like-kind" standard under current law (post-TCJA)?

Since the TCJA, like-kind means any real property held for investment or for productive use in a trade or business. The statute dropped personal property from the definition in 2018. A client can exchange an office building for a multifamily apartment complex, or a commercial warehouse for farmland. Size, age, condition, and location need not match, and interstate exchanges are permitted. The only test is that both properties be real property held for investment or business use. See IRC 1031(a)(1) and Treas. Reg. 1.1031(a)-1.

How are depreciation recapture and IRC 1245 property treated in a 1031?

A fully deferred exchange defers depreciation recapture along with the rest of the gain. Recapture is recognized only to the extent gain is recognized (boot), or where §1245 property is given up for less §1245 property, for example cost-segregated components (§1250(d)(4), §1245(b)(4)). Unrecaptured §1250 gain on real property is taxed at a maximum 25%, not at ordinary rates. Any recapture that is recognized is reported through Form 8824, Part III. The deferred gain carries into the replacement property through its basis. See the [Form 8824 walkthrough](/learn/form-8824-advisor-walkthrough).

Can you do a reverse exchange (buy before you sell)?

Yes. Revenue Procedure 2000-37 provides an IRS safe harbor for reverse exchanges, where the client acquires the replacement property before the relinquished property is sold. An exchange accommodation titleholder (EAT, usually an affiliate of the QI) acquires the replacement property under a qualified exchange accommodation arrangement and holds it until the relinquished property sells, at which point the properties are exchanged. The client must identify the relinquished property within 45 days and complete the exchange within 180 days. Reverse exchanges fit when the replacement is available right away but the relinquished property has not yet sold, and they demand careful timing and QI expertise.

What is Revenue Procedure 2008-16 (vacation home exchanges)?

Rev. Proc. 2008-16 is a safe harbor for dwelling units that also see some personal use. The relinquished unit must be owned for the 24 months before the exchange and, in each of the two 12-month periods, rented at fair rent for 14 or more days with personal use within the greater of 14 days or 10% of the days rented. The replacement must meet the same test for the 24 months after. Outside the safe harbor, the client has to show investment intent on the facts. The ruling matters for clients converting vacation properties into rentals. See the [vacation-home guide](/learn/vacation-home-1031-exchange).

Can you exchange across state lines?

Yes. IRC 1031 has no geographic limit. A client can exchange California real property for property in New York, or in any other U.S. state (U.S. and foreign real property are not like-kind to each other, §1031(h)). It still has to clear the like-kind test - both properties real property held for investment or business use - and the 45/180-day timeline. Interstate exchanges carry no extra federal hurdles, but California tracks gain deferred into property in another state (with an annual Form FTB 3840), a few other states take a similar position, and state law and local recording rules vary, so confirm title and recording procedures with the title company in each state.

What happens to deferred gain at the client's death?

When a client dies, the property's basis steps up to its fair market value on the date of death. Under IRC 1014, heirs inherit at that stepped-up basis, so the deferred gain is permanently forgiven and never taxed - at least at the federal level, since state law varies. It is a large tax benefit and often the reason clients run several exchanges: hold the property until death and the gain can be deferred indefinitely. This is not a legal opinion, but it is settled tax law. Consult the client's estate attorney on state-law implications.

How does the Tax Cuts and Jobs Act (TCJA) change 1031 rules?

The 2017 TCJA limited 1031 to real property for exchanges after 2017, so personal property no longer qualifies. It did not change the related-party rule (IRC 1031(f), in place since 1989) or the 45/180-day timeline. The real-property-only rule is the biggest shift. Clients with equipment, vehicles, or collectibles can no longer defer tax through 1031. See the [quick-screen](/learn/1031-client-qualification-quick-screen) for screening questions.

What is a "disqualified person" for qualified intermediary purposes?

Under Treas. Reg. §1.1031(k)-1(k), a disqualified person is anyone who, in the two years before the exchange, has acted as the client's advisor, attorney, accountant, agent, or employee, or has provided real estate transaction services to the client. The QI cannot be a disqualified person. In practice, the client cannot use her accountant, attorney, realtor, or broker as the QI. The QI must be an independent third party with no prior relationship to the client, which is the whole point: it preserves the QI's impartiality.

How long can a qualified intermediary hold proceeds?

The QI holds the proceeds until they are paid to the seller of the replacement property at closing. There is no maximum holding period, but the QI must release the funds before the 180-day acquisition period ends. If the client has not identified and closed on a replacement by Day 180, the exchange fails, the QI releases the proceeds to the client, and the tax comes due. In practice the QI releases the money on the replacement property's closing date. A delay in wire instructions can trigger constructive receipt if the client ends up receiving the funds after Day 180.

Can the client take a "loan" from the 1031 proceeds during the exchange period?

No. If the QI releases funds to the client for any reason during the 45/180-day window, constructive receipt occurs and the exchange fails. That covers loans from the QI, advances, and early release of any portion of the proceeds. The QI cannot accommodate the request. Some clients ask whether they can borrow from the QI or a third-party lender to fund a down payment and repay the loan from the 1031 proceeds at closing; that is a gray area that can raise constructive receipt issues. Consult counsel if the client is short on cash during the exchange.

What is a Delaware Statutory Trust (DST) and how is it treated for 1031 purposes?

A Delaware Statutory Trust is a passive investment vehicle that holds real property. Under Revenue Ruling 2004-86, an interest in a DST is treated as an interest in real property and qualifies as like-kind to other real property, so investors can exchange into a DST without losing 1031 treatment. DSTs appeal to investors who want diversification or passive management. But they are heavily regulated, their tax treatment depends on structure, and some interests can raise liability concerns. Consult counsel on the specific structure before recommending a DST as a replacement property. See the [Rev. Rul. 2004-86 guide](/learn/dst-eligibility-revenue-ruling/) for more.

What are the tax implications of exchanging into a DST?

An investor who exchanges into a DST interest must meet all the usual 1031 rules: identify the DST interest within 45 days, close within 180, and carry over the adjusted basis from the relinquished property. The investor's pro-rata share of the DST's depreciation deduction flows through to the individual return, and the deferred gain is preserved in the DST interest. A DST that qualifies under Rev. Rul. 2004-86 is a grantor trust, so each investor reports a share of income and depreciation directly; an interest taxed as a partnership would not qualify as replacement property. The client still needs to understand the liability and tax-reporting implications. Consult the client's CPA on how it integrates with the annual return.

Can an exchange into a DST be unwound if the DST fails or is unwound?

Once the client holds the DST interest, the exchange is complete. When the trust later sells its property, the investor's share of the gain is taxable unless the investor does a new 1031 exchange with that share of the proceeds. Review the offering documents for unwinding provisions and exit strategies before committing. In some cases an advisor lines up a backup replacement property so the client keeps a like-kind option if the DST fails. This runs beyond typical 1031 scope; consult counsel.

What is IRC 1031(a)(3) and the three-property identification rule?

Treas. Reg. §1.1031(k)-1(c)(4) lets a client identify up to three replacement properties regardless of their value - the three-property rule. Identify three and close on any one of them, and the exchange is compliant, even if the three differ widely in value. Go past three and the list must stay within 200% of the relinquished property's value; only if it exceeds 200% must the client acquire 95% of everything identified. The safe harbor buys flexibility but rewards a short list, which is why most advisors identify one or two solid properties rather than three.

What is the "95% rule" and when does it apply?

Identify more than three replacement properties and the exchange still works only if the client closes on properties worth at least 95% of the total fair market value of everything identified. Say the client identifies four properties worth $100k, $200k, $300k, and $400k, a $1M total; the client then has to close on at least $950k of that. The rule is there to discourage sprawling identification lists, and in practice most advisors keep the list to three or fewer to skip the 95% calculation.

How does the 45-day identification window interact with weekends and holidays?

The 45-day deadline does not bend for weekends or holidays. Day 45 is a calendar day, not a business day. If it lands on a Saturday, midnight Saturday is the deadline; if it lands on Christmas, midnight Christmas is the deadline. The main exception is IRS disaster relief: when a federally declared disaster covers the taxpayer, the property or a party the exchange depends on, an IRS notice under §7508A and Rev. Proc. 2018-58 can postpone both dates. Service in a combat zone also postpones them (§7508). To stay clear of the line and absorb any QI processing delay, plan to submit the identification letter by Day 40.

Can a client identify properties informally or via email, or must a formal identification letter be used?

The identification must be in writing and signed by the client or a duly authorized representative. A formal identification letter on the QI's template is the safest approach; emails or informal lists are more vulnerable to challenge when the documentation is unclear or unsigned. Each property should carry its legal description and address. Use the QI's template to keep the identification compliant and unambiguous.

What if the client wants to identify a property but negotiations are still ongoing?

The client can identify a property before the purchase contract is signed - the identification is a statement of intent to acquire it. Still, there is no point identifying a property the client does not intend to pursue seriously. Identify one and then walk away, say after a failed inspection, and the client has burned one of three slots. Best practice is to identify only properties in active negotiation or already under contract.

How are the 45-day identification and 180-day acquisition periods calculated if the sale closes on Dec. 31?

December 31 is Day 0, which puts Day 45 at February 14 and Day 180 at June 29 of the following year (June 28 in a leap year). But the exchange period ends on the earlier of Day 180 or the due date of the return for the year of the sale (April 15 for an individual), so unless the client extends that return (Form 4868 or 7004), the exchange must close by then. The client reports the exchange on Form 8824 for the year of the sale, the year the relinquished property closes. Consult the CPA on any effect on estimated taxes or multi-year planning.

Can a partnership or multi-member LLC exchange property, and if so, what is the basis outcome?

Yes. A partnership, including a multi-member LLC taxed as a partnership, can exchange property. The partnership is the taxpayer, and gain is deferred at the partnership level. Each partner carries a pro-rata share of the deferred gain as adjusted basis in the partnership interest, and the partnership's basis in the replacement property is a carryover basis: its cost minus the deferred gain. Partners can contribute more capital or shift their ownership percentages without breaking the partnership's 1031 treatment, as long as the partnership itself stays the taxpayer. Consult the partnership agreement and an attorney on the implications.

What documentation must the advisor retain for a successful audit defense?

Keep the exchange agreement with the QI signed by all parties, the identification letter and every version of it, correspondence with the QI confirming receipt of proceeds and of the identification, the purchase and sale agreements for both the relinquished and replacement properties, the closing statements, preliminary and final title commitments, appraisals or BPOs, the preliminary tax projection, the timeline document shared with the team, Form 8824 once filed, and any correspondence with the client or team on qualification, timing, or technical issues. The file is evidence that the advisor managed the exchange diligently and within IRC 1031, and it supports the client if the IRS audits the return.

What is the advisor's liability exposure if an exchange fails?

An advisor who fails to follow the 1031 rules, misses a deadline, or gives incorrect advice can face malpractice claims. The exposure is highest when the client loses the deferral through the advisor's negligence, such as blowing the Day 45 identification deadline. Carrying errors-and-omissions insurance, keeping compliance checklists, and escalating edge cases to specialists all help. So does disclaiming liability for tax outcomes and pointing clients to a CPA or attorney for tax and legal advice. A clear engagement letter that defines the scope - planning only, or timeline management too - limits exposure.

Can a client do multiple 1031 exchanges in succession (chaining exchanges)?

Yes. A client can complete a 1031 exchange, hold the replacement for investment, and exchange it again later. There is no cap on the number of exchanges and no required holding period between them. Investors use this to consolidate properties or move between markets. Each exchange has to clear the 1031 rules on its own, though: proper QI engagement, the 45/180-day timeline, and like-kind property. The deferred gain from earlier exchanges carries forward and compounds as adjusted basis in the replacement property.

What is the tax impact of a failed or abandoned exchange?

Abandon the exchange before the Day 45 identification deadline and the client has simply sold the property, reporting the gain or loss with tax due in the year of the sale. If the exchange is initiated but fails - identification missed, or no closing by Day 180 - the client may have already paid QI and inspection fees without getting any deferral, and the deferral is gone. There is no do-over: a 1031 cannot be claimed retroactively if it was not properly structured. That is why early planning and timeline management matter so much. If the exchange fails after year-end, the gain may be reportable in the year the QI releases the funds (Treas. Reg. §1.1031(k)-1(j)(2)).

What role do state taxes play in a 1031 exchange?

State law varies a lot. Some states, including California and New York, recognize IRC 1031 and defer state gain when the exchange is federally compliant. Others run their own 1031 rules or tax the exchange differently, and California, for one, tracks gain deferred into property in another state, as do a few others. Pennsylvania, long the exception, has followed 1031 for personal income tax since 2023. When the property sits in a state with unusual or unfamiliar treatment, consult the client's CPA or a state tax specialist. State income tax can erode a federal deferral if the state does not go along with it.

Is it possible to do a 1031 exchange if the client is deceased or in probate?

An exchange can be completed for a deceased client's estate if it was initiated before death and finished after. The executor or administrator can identify and close on the replacement within the standard 45/180-day timeline. The rules are complex and the timing is tight. If the client dies after relinquishing the property, the executor should contact the QI and CPA right away to weigh whether an exchange is still feasible or a taxable sale is more practical. Consult an estate attorney and the client's CPA if this comes up.

How does a client calculate basis in the replacement property?

Start with the adjusted basis of the relinquished property, add cash paid and new debt assumed, subtract cash received and debt relieved, and add any gain recognized; the result is the adjusted basis in the replacement property (equivalently, the replacement's cost minus the deferred gain). For example: the relinquished property has a $200k adjusted basis, the replacement costs $300k, and the client pays $100k in cash, so the new basis is $200k + $100k = $300k. Had the client instead sold for $250k, kept $50k in cash and bought a $200k replacement, the $50k of boot would be taxed and the new basis would be $200k - $50k + $50k gain recognized = $200k. See the [Form 8824 walkthrough](/learn/form-8824-advisor-walkthrough) for detailed examples.

Can a client exchange into a joint-tenancy property with a spouse?

It turns on the same-taxpayer rule. If the relinquished property is held in the client's name alone, the replacement must be held in the client's name alone too. Taking title jointly with a spouse is a change in taxpayer, and the exchange may fail. If the relinquished property is already held jointly, the replacement must be held jointly. Some states and tax authorities have special rules for spousal ownership, so consult a tax attorney on the specific jurisdiction before proceeding.

What happens if the client's loan is paid off from the sale proceeds (debt relief)?

Debt paid off at the sale is boot only to the extent it is not replaced by new debt on the replacement or by cash the client adds (Treas. Reg. §1.1031(d)-2). For example: the relinquished property carries $500k of mortgage debt and sells for $800k gross, so the QI receives $300k in net proceeds ($800k minus the $500k payoff). If the client buys an $800k replacement with the $300k and a $500k new loan, the new debt offsets the debt relief and there is no mortgage boot. If the client instead buys a $500k replacement with the $300k and a $200k loan, the $300k of debt not replaced is boot, and recognized gain is the lesser of the realized gain or that $300k. The client's adjusted basis in the replacement property carries over, adjusted for the boot. This is a complex calculation; coordinate with the CPA.

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