And that’s another discussion.Allow me to requalify the answer into a set of questions: Are you a person who likes to have insight into their tax situation, optimize their tax footprint, and do not shy from tax concepts?

As a specialized real estate CPA, I'm here to provide expert guidance on your most complex tax matters, from navigating 1031 exchanges and cost segregation studies to optimizing your rental property deductions and handling multi-entity structures.

They should be able to provide personalized advice and ensure compliance with IRS regulations while optimizing your tax strategy.

Nathan -It's understandable that you want to optimize your tax situation by strategically utilizing your capital losses.

Seeking guidance from reputable professionals specializing in real estate taxation is crucial to ensure compliance and optimize eligibility for REPS.

Again, consulting with a tax professional can help you navigate these rules and optimize your tax strategy.Ultimately, the decision to sell your rental property should consider various factors beyond just tax implications, such as your long-term financial goals, cash flow needs, and overall investment strategy.

It's way more work and long-term (over 30 years) you're actual return from RE vs stocks won't be much more unless you're constantly selling and optimizing your RE portfolio and giving up your free time and your lifestyle in the process

@Darian Gore Here are the things that many CPAs support their clients with:Understanding tax impact of short-term vs. long-term vs. flip before you buyWhich entity structure is best for goals and investment property typeTax and compliance on LLC or S-CorpHow to transfer property out of personal name into LLC (hard to buy 1st through entity)Ways to optimize taxes throughout the yearHow best to set up accounting to track income and expenses (doing this late is a mess)Feedback on property management systems, accounting systems. systems, etcEstimated payments to avoid penaltiesKnowing when to file and getting things in on timeMaybe a few things I missed, but this is the high-level ….. if you can get answers to the above questions on your own, plan, and file your own taxes then you can avoid the expense of a CPA.

@Hannah Potter Here are the things that many CPAs support their clients with:Understanding tax impact of short-term vs. long-term vs. flip before you buyWhich entity structure is best for goals and investment property typeTax and compliance on LLC or S-CorpHow to transfer property out of personal name into LLC (hard to buy 1st through entity)Ways to optimize taxes throughout the yearHow best to set up accounting to track income and expenses (doing this late is a mess)Feedback on property management systems, accounting systems. systems, etcEstimated payments to avoid penaltiesKnowing when to file and getting things in on timeMaybe a few things I missed, but this is the high-level ….. if you can get answers to the above questions on your own, plan, and file your own taxes then you can avoid the expense of a CPA.

With Prop 1 nearly mortgage-free and roughly equivalent in value to Prop 3, I'm pondering the best way to structure these assets and the new development for optimal tax impact, equity maximization, and risk mitigation.Considering a New StructureOne idea is to create a trust or family limited partnership (LP), incorporating an LLC to hold these properties.