So, your CPA is correct in saying that the insurance proceeds won't be taxable assuming they were used to repair or replace the damaged portion of the property.Cost Segregation Study (CSS): A CSS is a tax planning tool that allows you to accelerate depreciation deductions by identifying and reclassifying certain components of your property as shorter-lived assets.

Bonus depreciation could be a viable strategy to offset your $300K capital gains, but it typically applies to specific property components identified through a cost segregation study rather than the entire residential property itself.

In the market today you cant simply buy right, the value add component needs to be sizable and in many cases is hidden from the trained eye. 

If you go with a self-directed Solo 401k plan, you can supercharge its Roth component by investing in illiquid assets such as trust deeds and converting them to Roth at a deep discount.

I plan on using my military connections in Tampa to get into the market for working with all the active and reserve component servicemembers in the greater Tampa area.

And frankly, knowledge is only one piece of the "puzzle", the main component is rather the personality - endurance threshold, confidence level, risk tolerance, common sense, persistence and resilience.  

Within every bubble is the greed component unfortunately!  

For newly constructed, purchased or renovated properties and also retroactive generally over the last 10 years, building components are properly classified into individual units of property and accurate recovery periods for computing depreciation deductions.

I recommend that the company should visit the property in person, ensuring thorough analysis and accurate identification of eligible components.

What components did you replace?