You could pursue a syndication with bonus depreciation to offset the gains. 

Once you depreciate a property one way, I don't think you can make changes once the ball is rolling ... especially if you cost seg and bonus depreciate.

You are about 3-5 years early for this question.Unless you already have some other serious reasons to start with asset protection, maybe you are filthy rich, or have partners, in which case free advice from a public forum might not be the best for you (and asking about Zen business for LLC creation tells me it’s not the case).Another 2¢ bonus for you: - LLC as asset-holding entities are pass-through disregarded entities, with little to none tax benefits.

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Depending on the asset purchased, it will depend on the time that it was purchased.Real estate is placed into service via the mid-month convention.Therefore, if you buy a property in August 1, it is assumed to be placed into service on August 15th which gives you 4.5 months of depreciation.If you buy a property in January, you have 11.5 months of depreciation.However, if the asset you purchase is eligible for bonus depreciation, most of the depreciation would be taken in this year.Best of luck.

No, cash flow can be a bonus and a penalty at the same time. 

You step in and offer them a creative finance solution that looks like this: (these are real numbers btw):Seller asking: $275,000 for 3/2 Single family split level, 1400 Sqft, with bonus room in basementYour Seller Finance terms as follows:Down payment: $20,000 cashSeller carry back financing amount: $255,000Terms: 5 or 7 year note with balloon @ 2.75% (or any negotiated terms here)Principal & interest: $867.61 per month (wow!) 

The pension amount at age 39 is not enough for me to feel comfortable, so my long-term plans are to start a small business and invest in real estate to position myself where I don't even need my pension, and it's just a bonus.

No 1231 treatment.Third, with the cost seg study, you only get bonus depreciation if you didn't previously have an interest in the property. 

Whether you pay off the properties or keep them, don't forget that you can do a cost segregation study and use bonus deprecation to off set taxes.