Office space is gutsy at this time with many companies working remotely, maybe part of your investment was to bet that people will be coming back to work in person.  

In a very short time you will be able to see a very nice prportfolio building.Best of luck on your road ahead.

Not one single strategy will work for every property. 

Finding a condo that allows Airbnb/STR will be challenging, they're rare and cost more because of it. 

Have you comped our what four condos will sell for vs. two duplexes?

Hi Sandra, as soon as you can estimate the amount of gain you will recognize from the flip you should pay an estimated tax on that amount.

That will be tough to use your HELOCs together to get another loan because of your collective DTI so it will depend on that.

@Will F. some of this will depend on what you have to lose if you were sued.  

I wish you would have told us the year, it makes a huge difference.Anyway, everything you mention, plus 1) get a camera run on the sewer line, 2) make sure the Elec panel is newer and sized correctly (a lot of HIs will just say if it's functional or not) 3) Foundation ( is it slab or raised?)

Hi thereAccording to IRS guidelines, once a property is ready and available for rent, meaning after you completed the renovations. you would  be able to deduct expenses. snce this was your main home,  the tax accountant you will use will need to do a conversion from personal residence to a rental for depreciation purposes. the improvement you made, depending on what they are, may be added to your basishope this helps