Pool house with plumbing Additional ~ 300 sq. ft. shop/storage buildingProperty on corner lot with 2 extra lots backing up to the end of a cul-de-sacPossibility of converting one of extra buildings to office for side-hustle/LLCGarage Appt #1:Connected to main house by a shared roof and connected breezeway~ 900 sq. ft. with kitchen/full bath/laundry and separate access/entry (stairs)Efficiency Appt:~ 800 sq. ft.

The way I'm thinking currently, is eventually I'd like to have a capex reserve fund sitting around $5k and using the HELOC.I am saving for vacancies in addition to my capex savings.

Before tax reform, you could deduct interest on HELCO loan no matter how you used the fund. ( for eg you could use that money for rental or personal expenses )For example, interest on a home equity loan used to build an addition to an existing home is typically deductible, while interest on the same loan used to pay personal living expenses—such as credit card debts—is not.Using the loan for a Rental activity does not qualify for interest deduction in your Schedule A as an itemized deduction.  

Lenders are NOT hesitant to ask for additional info I they think it's needed. 

HOA's can add additional restrictions onto existing city ordinances.

If a postponement request is denied then filing a BK may be the only option to get additional time.

My mortgage will be roughly $1500/mo and at the current well below market rents I will not cover the mortgage, so they must be raised I am confident I could ask $1k/mo per unit or add an additional $70/week to the current rents, But i also want to try to find a way to remove the storage and garage bays from the tenants so I can rent them out and make additional income.

If I new that I was going to pay the additional fees I would have negotiated differently. the escrow company and my realtor acted like I was weird for questioning  their fees.

Additionally, attending some of the local meet ups can help you connect with other local investors.

We structured a deal where she takes an additional fee for managing the process.