However, I've heard about 6/12 month seasoning requirements, as well as waiving those requirements if you just want to be refunded original cost of the house less rehab (not optimal for me, lacking investing capital), and I've also heard this may be avoidable if you are renting out the property.

The difference is I don't spend hours trying to convince people and rationalize to myself that these sub-optimal choices are in fact optimal.

VRBO is a great next step, especially if you're totally optimized on Airbnb and are getting the most out of it that you can. 

@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.

So for your strategy to be optimized you would need a SDIRA with a good amount of funds in it to operate.Do you possess sufficient equity in your primary residence to obtain a Home Equity Line of Credit (HELOC) for the initial down payment and renovation costs on the new property, with the intention of refinancing after completing the project?

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.

I'm a developer, landlord, flipper looking for a long-term CPA to work to grow the business by setting the optimal tax strategies in place.

Beyond preparing your taxes, they can provide insightful advice on optimizing your financial structure, identifying potential deductions, and strategizing for future investments.

Be it buying, fixing, renting it out, managing the rental, selling, refinancing or anything else, investors look for systems that can help them optimize their costs across multiple operations.

Be OK with the fact that you may pick sub-optimal investments in a sub-optimal niche.