Short term rental with cost seg study/ accelerated depreciation to offset W2 income.

Provides for the acceleration of rent payments if the tenant defaults or breaches the rental agreement or otherwise waives the landlord's obligation to mitigate damages as required in section 704.29, Wis.

If you just do it, PennyMac could accelerate the loan.

And as an added bonus, for now you can still take partial advantage to accelerate your depreciation.

I will need to self manage through VRBO/Airbnb in order to help classify the income as active income so that I might be able to right off the accelerated depreciation against W-2 income.- I have about 150K available for a down payment, any suggestions on the type of property to target (cabin, condo) if the goal is to be around cash flow even?

It would be simpler if you delayed property 1’s selling date or accelerated property 2’s selling date.

Everyone started pushing STR, MTR, accelerated growth with more borrowed money, etc.

@Yu Xiao, using that property as a short term rental during the time you own it will open up some additional tax saving potential as will doing a cost segregation study to take advantage of some accelerated depreciation.  

Especially the next wave, which is physical AI.What makes the timeline unpredictable is the self-accelerating nature of AI.

That's why it's strange why the Fed has concern about job changes in Austin.For us in Bay Area definitely there's structural changes in the job market, there's massive acceleration of "forced retirement" so old folks above 58-ish are targeted for layoffs ; and only those who have capacity/ability to code and understand new BS like AI/ML ( lol ) is stay in position.