Realized 1031 Blog Articles

How to Talk to Your CPA About 1031 Exchanges, DSTs, and QOZs (Checklist + Questions)

Written by The Realized Team | Mar 12, 2026

Navigating the intricacies of 1031 Exchanges, Delaware Statutory Trusts (DSTs), and Qualified Opportunity Zones (QOZs) can be a daunting task for any investment property owner. These real estate strategies offer significant tax-deferral opportunities but come with their own rules and nuances. Engaging with a knowledgeable Certified Public Accountant (CPA) can be instrumental in ensuring that you're maximizing these opportunities while remaining compliant with IRS regulations. Here’s a guide to discussing these topics with your CPA, complete with a useful checklist and pertinent questions.

Checklist for Your CPA Meeting

1. Prepare Your Financial Documents:

• Have your previous tax returns, property income statements, and purchase agreements ready.

• Bring any documents detailing your current and past real estate holdings.

2. List Your Investment Goals:

• Are you looking to defer capital gains taxes?

• Are you interested in passive investment opportunities through DSTs?

• Do you want to invest in economically distressed areas to take advantage of QOZs?

3. Understand Your Timeline:

• Be aware of the critical deadlines for a 1031 Exchange, such as the 45-day identification period and the 180-day completion window.

• Assess how long you intend to hold properties or DST shares.

Key Questions to Discuss

1. Is a 1031 Exchange Right for Me?

• Discuss whether your current investment properties qualify for a 1031 Exchange and what potential replacement properties might be considered like-kind.

2. How Do DSTs Fit into My Investment Strategy?

• Delve into the pros and cons of DSTs. Since they offer fractional ownership in larger properties, they eliminate active management responsibilities but come with considerations such as illiquidity and specific holding periods.

3. What Are the Benefits and Risks of QOZs?

• Ask about the long-term capital gains tax benefits associated with investing in QOZs, and understand the requirements for maintaining these investments over specific periods.

Anecdotes from Seasoned Investors

Investment property owners often find themselves in a much better position when they’ve laid the groundwork and asked pertinent questions upfront. Take John, a long-time real estate investor who wanted to move from direct property management to a DST. By engaging his CPA early in the process, John was able to understand the fee structure involved with DSTs and plan for potential liquidity issues, all while ensuring he met his financial goals. His foresight paid off when he transitioned seamlessly into a more passive role, ultimately deferring his capital gains taxes through a well-timed 1031 Exchange.

In summary, adequately preparing and engaging in a comprehensive dialogue with your CPA can potentially significantly enhance your investment strategy and financial outcomes. Understanding the nuances of these real estate investment options, backed by professional advice, empowers you to make informed decisions that align with your financial objectives. Remember, while your CPA is a vital resource, continue your due diligence. The real estate landscape is ever-evolving, requiring both acuity and adaptability.