HELOCs are still tax deductible under the new tax law but only for capital improvements on your personal residence.

- If you reach a certain threshold of reserve funds for a given property, do you pause saving until some significant capital or maintenance expenses occur?

Above the $250/$500k exemption, additional gain would be taxed at capital gains rats, not ordinary income rates.

Sell it.Either way I’d use the cash for a down payment on a “new” home for the family as we have outgrown our current house and then rent this one out as well.The big capital expenditures (roof) are what scares me but then again paying fees for selling also adds up quickly.I’m going back and forth, please help. 

It is my understanding that job loss would allow you to prorate the capital gains taxes on my residency.  

I'll have some capital after hopefully purchasing this property, but most importantly, I've got T-I-M-E.

        - lack / loss of functionality- i.e. no dynamic stays, no set long term stays settings showing in AirBnb      - severe data errors- i.e. numbers not adding up and showing up in the wrong place.  3. 

I don't have a lot of capital and thus have yet to find a deal that I'm really comfortable with yet. 

I've only begun within the last 5 years, and capital is limited. 

I definitely agree that being desperate for tenants in order to lower your vacancy rate is generally not a good option as the level of uncertainty and potential losses can be huge as it only takes a minority to impact other tenants who are paying good value for money on your rental properties.