We may be pushing out some deductions each year, but it's a relatively small amount and the value of easy accounting a worthwhile tradeoff.

I compared the cashflow + appreciation + loan paydown + tax deductions against those of the other properties I was considering a 1031 exchange or Section 121 into.

That interest is tax deductible to me as a borrower.

LLC orS-Corp.Don't be in the wrong type ofentityFirst – Asset protectionbenefitSecond – Tax savings benefit Rental Real Estate – 1031(same in LLC or personal name)Syndicate - 15% or more in taxsavings, self-employment tax (flippers may use this) Expenses for write off &deductions: equipment & appliances, home-office ($5 per sq ft.), travel costs (related tobusiness), kids (income shifting by payingthem to work for you, meaning business related), membership, conferences &education, meal expenses for business, retirement strategies (selfdirected investing, tax-free or tax deducted, 401K/IRA)depreciation Pro-active Planning / Get a taxadviser Talk to your tax adviser inadvance Fire OutOrganize expenses, listquestions, changes (buy, sell, etc. properties.)Changing entity type from LLC toS-Corp etc.

I want to be able to claim deductions. 

After deducting $29,940 of commissions, profits = $41,645 and that is before income tax.Do I REALLY have to use a realtor each time?

Can I now sue him anyways for what I would have deducted? 

There’s an opportunity to take advantage of Qualified Improvement Property (QIP) if depreciating over 39-years.A cost segregation study can assist you generate accelerated depreciation deductions since you’re generating a monthly profit.

If so, that interest could also be tax-deductible. 

Assets are typically depreciated over time, while supplies and maintenance expenses are deductible in the year they are incurred.