Regarding a refinance on a sub2, are there any special conditions or is it straight forward like a normal refinance?

When its family and you have time to pay it back or its gifted its okay.

I think if you are doing a DSCR loan it will be more expensive but rates should be the same, unless you are using a special program?

As an agent, have you picked a focus yet or considered specializing/nicheing into being an "investor friendly" agent targeting investors to work with (over generic homebuyers)?

This representation is crucial if you're ever audited.Regarding whether to hire a CPA versus just a tax preparer: Real estate tax is highly specialized, with numerous code sections and rules specific to the field.

However, the fact that it was an existing structure with utilities and plumbing running to the garage made our lives significantly easier.Existing 2nd Story Crash PadZONING AND PLANNINGWe’re located in a suburb of Boston where ADUs are allowed by-right… except if the structure is detached from the main building 🙄 which requires a “special permit”.

What about special assessments from POA?

Would I have to work with a realtor or someone who specializes in these builds?

For the past 4 years I have also owned an interior design firm that specializes in STR design and full service interior design. 

@Robby SanchezI recommend finding an accountant who specializes in real estate taxation and tax planning.