I'm conservative in nature, but am looking for the push to jump in at some point.

It's the nature of investing in real estate. 

Find Brandon's videos on YouTube for the "four square" method of analyzing homes and practice.

Any amount over your adjusted basis in the property (initial cost minus depreciation) could be subject to capital gains tax unless you reinvest it strategically.2. 1033 Exchange (Involuntary Conversion): A 1033 exchange (involuntary conversion) is specifically designed for situations like fire, natural disasters, or eminent domain.

There are methods.

Not all attorneys are equal, so ask them questions to find out how often they do this, their methods, their success rate, etc.

It's a method of getting them to participate so they feel comfortable asking questions and learning.

Naturally your old property must sell before you can take title to the new one, but it gives you a much better head start on the negotiation process of your replacement property.

After reading this thread, a few comments come to mind over this common A or B decision.Without knowing how much it is (no need to say) makes my advice (or more accurately, my opinion) more general in nature but here it goes:Lending has very little to no tax shelters whereas buy and hold does.

Building rapport is one of my strong suites so the chemistry tends to flow natural.