But, that is not always the right answer and you should speak with someone familiar with your personal situation to get advice specific to you.

you say youre in central coast maine, is that a specific city or a region? 

There's a nexus of factors tied to the LLC lending question worth noting.Typically we use a specific type of private business-purpose note that enables LLC lending.Other benefits of this note include: No Income Verification, No Credit Reporting, LLC Liability and Privacy protection, Unlimited Number of Loans, Far Less Documentation,... many obvious and non-obvious reasons savvy investors run this route.These notes are also competitive with FHA/VA/Conventional interest rates; however a 15-20% minimum down payment is required.Happy to help you cover the bases.

I'll head into the zoning office tomorrow, probably better than attempting get my specific questions answered over the phone.  

The issue I have and would like to hopefully get some advice on is the below:In real estate specific tax strategies - it is my understanding that I would be able to generate significant “losses” through the use of bonus depreciation and other strategies. 

If you use a DSCR rental loan it could be as low as 3-6 months of time seasoning required so it depends on what product you're using to accomplish the mission/goal.The time frame isnt a legal requirement, its a financing product specific requirement as a guideline to obtaining the money in which you seek.If you had other scenario related questions feel free to mention them below or via DM.

The roof might be an expense depending on the specifics of your situation.I would also get a contract and invoice for the $8000 quote that notes $1000 payments being applied from rent monthly.

One form of that is finding a specific niche subject matter expertise...something like an ice fishing cabin that those of us who don't know a thing about the category would never think of investing in.

We've seen our area MLS which covers about 20 counties come down to an average sold to list price ratio of 95.1% and Knox county specifically has come to 96.4 % which is lower by about 2% from this time last year and down from our peak this year of 98.5%. but it's about in line from winter 2022 into spring 2023 which was a time when rates were rapidly rising.

To qualify, taxpayers must meet specific criteria demonstrating that they are real estate professionals who materially participate in their rental activities.How to Navigate the Rules:Step 1: Identify your real property trades or businessesHere is a list of activities that are considered to be a real property trade or business:RedevelopmentLeasingConversionConstructionReal property developmentReconstructionOperationRentalBrokerageManagementAcquisitionIf you participate in multiple of these activities, you may be able to combine them making it easier to meet the material participation hour requirements.Step 2: Demonstrate material participation in real property trades or businessesThere are seven tests to determine if you demonstrate material participation.