You make revenue here and there but the goal is to generate enough in the winter to sustain all the expenses for the entire year. 

If I choose the rental, then all income generated will be taxable income moving forward, because none will be off-set by the interest I could deduct.  

During this time you are not generating any return from the money invested in the ADU.

This is where you generate cash and you can then invest it in RE - or something else.Most of the guru content was written a decade ago and it just does not apply the same way it did back then.

Please reach out if you are a lender or can connect me.5 Bed 2 Full Bath & 2 Half BathExisting Mortgage ~$550,000Home Value ~$1.1+ Mil Depending on the STR income generated from this property, you could do up to 75% LTV on a cash out refinance.

I have no w2 job, a lot of toys (need to get a plane), can do what I want, can assist my son to find his way in life (he is leading his 2nd rehab) and if I wanted I have generational wealth (I have given away a lot money the last few years).  

Here are some quick stats to consider:Tangible Asset: Real estate is a physical asset you can see and touch, which can provide peace of mind.Cash Flow: About 33% of homeowners rent out their properties, generating consistent income through rent.Appreciation: Real estate appreciates by about 3-5% per year, while the stock market averages around 10% but with more volatility.Tax Benefits: Investors enjoy deductions on mortgage interest, property taxes, and depreciation.Control: You can actively manage and improve your property to increase its value.Just take it step by step, and you might find real estate is less risky than it seems.

While they cash flow, we've realized we're over-leveraged and want to take a different approach.Our plan is to purchase our first investment property in Indiana, possibly paying cash, with the goal of generating reliable income.

For example, one exemption is tied to your total revenue which is $5M in gross sales or receipts in a calendar year. 

But maybe your tenant reaching out and mentioning that they're going to be forced to file a police report for fraud could generate some traction...obviously the real objective here is to just get the seller to call you back...