If I were to take out a personal loan to purchase the property, strickly for this purchase, could I claim the interest for tax deductions?

FYI, it may be unusual but some HML's (like me) charge their points on the "back end" so the points are not deducted from the loan amount.

The weaker partner wants his LLC to be liable for the loan so that he can take the mortgage interest deduction.

As others have posted, your financing is not the best, although if that is your only choice, then it is what it is.In most cases, interest on a Credit Card or a Signature LOC is NOT tax deductible.

I cannot get any more mortgages (Too much property debt, not enough "income", and too many deductions to use my cashflow as income)So, my idea is not a new one, I'm sure.

So let us assume that we maximized our deductions and still end up with an annual net rental income of $1000.

I believe the origination fee is $135 or $165 and I'm required to pay the loan back through an auto-deduction from my paycheck at 4% interest.The nice thing about this loan is that the 4% is going right back into my 401k, not to some bank, so as I pay it back I can also borrow against the interest that I've paid myself in the future.On a semi-related note, I wonder how many people look at the fees that they get charged by having their money in a retirement fund.

Unless you are literally a brain surgeon and you are in dire need of some depreciation and interest deductions.

I assume the way to go is high deductible plan/HSA.

Its not so I must deduct the rehab costs of $330,000 + 20% ($155,520) for unforseen events (thats my argument to an motivated or even unmotivated seller) = $292,080 price offer if I want 10% CAP (but normal I would go with 12%+).