I wouldn't worry too much about it, if you have a competent CPA or bookkeeper they should be able to review your books and within minutes have a strong grasp on who gets a 1099 (spoiler alert, not every contractor gets one, I'll be annoyed if I get one since I'm structured as an S corporation) and the amounts to report.1099 filings are usually a loss leader for us, so if you're working with a professional make sure you take advantage of them filing everything for you.

@Brandon Eike, on an investment property, most lenders will max out their loan at 75% LTV, which doesn't cover transaction costs, which are usually 5%-8% of the purchase price.

But really it's about knowing the right furnishings, photos and listing description/headline to best position yourself.

The short answer: YES, you usually need to send 1099s if you're a landlord, regardless of the number of units.The confusion comes from the fuzzy definitions of "running a trade or business."

Anyways, they are usually in the cocktail area outside the conference room. 

Prepayment penalties- usually 1-5 year terms.

@Ahmed Moustafa usually the loan servicer has the say with regards to a waiting period.

Quote from @Addy Chupa: When analyzing deals, I usually include a 5% vacancy factor and 5% repair factor based on annual rent.

I don't usually get in my car at all after arriving at the Disney property.

I’ve had experience with both traditional and private construction loans, and here’s my take:Traditional Lenders: The process can be slower with more paperwork and stringent requirements, but they usually offer lower interest rates.