Sounds like a perfect side business for you.If you run out of VA eligibility, then replace those loans with DSCR loans when you have to refinance to do the next project.

Even just keeping records, scheduling tenants, or handling repairs from a dedicated space at home could let you deduct a portion of your home expenses.

If you're staying there between guests, those are generally going to be personal use days, and going to cause an issue with the deductions and ultimately the losses you can take. 

VA Loan – For Veterans & Service MembersDown Payment: 0%Key Benefit: No PMI, low rates, flexible creditTrade-off: Eligibility requiredIf you’ve served, this is one of the strongest financing tools available — an incredible zero-down path into real estate ownership.3.

The property is worth $500,000 roughly and this should lead to a $60-65K depreciation deduction from a mixture of long-term depreciable assets and short term (furniture, finishes, sidewalks, landscaping, etc.).

Hey Jason,things like room in the deal, past experience and your credit score determine if you are eligible for 100% financing.

WIth 1031's you may be required to "recapture" the depreciation deducted by you on your real estate investment property upon the disposition (sale) of the investment property.

On top of that, short-term rentals and long-term rentals follow different depreciation rules, so it’s easy to miscalculate and miss out on deductions or trigger audit risks.

And with the master policy idea you're gonna have one deductible that applies to all the properties so if you got 1 home that a tree falls on, your deductible is going to based off the entire policy valuation and in most cases is going o be more than the actual claim itself.

If it's a flip, this would not be eligible for 1031 exchange and you will be taxed at ordinary income rates plus self employment taxes (most likely).if you live in the primary residence and house hack, you can exclude a percentage of the gain upon sale based upon bedrooms rented.