Ask them how long have they been in real estate, and have them break down strategies that align with your objectives. 401k & IRA distributions, Depreciation, 1031 exchanges, passive income deductions, and just tax preparation is what you will ask your CPA.

I have the property purchased under an entity, so I'll reduce my taxable income by taking into account all my operating expenses including things like cable and electricity for both units.Occupancy taxes get deducted automatically before the gross amount ends up in your bank account.Cleaning fees I've contacted several made services in my area and found that vacation rental turn over can range between 65-100 depending on the scope of work. but it isnt terrible.

if values drop so will taxes, and you can deduct based on loss value, your rents will maintain with very minimal hit so hacking a hold is as strong of performance as you can get id look at cashflow over appreciation as you could essentially live for free if you do it correctly

They say it's never been over $300 before and are asking me to either deduct $600 from the rent or pay the bill.

My current situation: Head of Household- 1 triplex, W-2, home office deduction.

What I'm going through now, reminds me to a memory of my tax prepare, of about 10 years, said to me, "play the game, leave the rest up to me"; in essence, put your money into the system, pay your da*n taxes and I will get you an amazing return.This system worked great, until I wanted to start a REI business.So, have you been swayed one way or the other, claiming a mound of business deductions on your business or personal taxes or just biting the bullet and writing the check?

Hello All - is there any benefit for setting-up Auto-Mortgage deduction for Rentals around 6th or 7th of the month?

@Levi GardnerLevi,   You don't have to be from San Diego to answer this question.

The tax rules are really complex and always changing in investment real-estate and an accountant who owns some himself will naturally know the rules better and more intuitively know if you might have missed a deduction or expense.  

Can I send a bill to the third party requesting reimbursement for my deductible?