Hi @Ashley MillerBanner Elk is a great place for STR due to the busy summer season, ski season, and fall leaf color season.

Here is some key information:Property recently hit the market and has 2 cash offers alreadyThe seller provided a pre-inspection report, which I shared with 2 different lenders, both think it may fail conventional financing due to potential structural and electrical issues (realtor thinks it could pass conventional)Seller has 100% equity but is behind on other payments (not sure of the urgency money is needed)This is my first attempt at an “investment” property so I’m new to thisI see 3 optionsMove forward with an offer using conventional loan pre-qualification-Not as attractive of an offer to the seller-Possibility that appraiser calls out structural/electrical issues that need to be fixed before closing, effectively causing financing to fail- Best terms and fewest loan fees for meUse a rehab style loan such as ChoiceRenovation-Even less attractive than a conventional offer to seller, but less risk of failed financing if appraiser calls out issues-Slightly worse fees and interest rates compared to conventional-Lenders tell me possibly up to 60-90 days closing in some cases, with red-tape for contractor requirements and draw schedules (sounds like the most hoops to jump through during rehab)Use a hard money lender-Most attractive loan option I can give to seller so I can compete-Much higher fees and interest rate for me-need to refinance into a conventional at the end of rehab (not familiar with seasoning periods but I think this is a factor as well)Which option would you do?

Engaging with seasoned investors and participating in discussions will expand your knowledge quickly.

Nov / Dec are the dead season.

@Matt Wan In the Boston area the inventory is so tight I'm not even sure there's "deals" in the off season.

The overall inventory is higher due to the season.

My firm goes to 75% on a cash out, as long as all seasoning requirements are met.

I personally would avoid the older neighborhoods closer to the post.

BiggerPockets is full of resources designed to help you along your journey, whether you are just getting started or a seasoned investor.

My kids are a bit older now and it would be more realistic to be able to allocate the necessary time to being a landlord.