Self management isn't all that difficult—it requires some dedication and optimism when you find yourself dealing with the more annoying "human" problems (i.e. negotiating a tenant not paying rent or destroying your home, etc.) but there's plenty of tradeoff.

It wouldn’t make sense then since I work full time in NY and can’t dedicate myself to it fully.

shared wall, dedicated garage, private backyard. 

So there are many sites dedicated to listing all of the commercial office/retail space that is available for lease - but is there any site that allows those individuals/companies who are looking for office space to describe their needs and desired locations?

This is a tax question for the situation where the main house is 100% occupied by the owner and the carriage house/ADU is 100% dedicated for Airbnb renting (never used personally).

Heck, on several deals I would do that.I would say try to keep it in an hour radius from your home, that way you can go to it, without dedicating an entire day!

That being said, any family/friend/associate willing to capitalize on your hard-work and dedication contributions with them bringing funds to the table?

I would love to get to know some people who may be in the same situation as me where my life is pretty dedicated to my family but would love the opportunity to branch out into a REI career.

Sika,Contact Solera Bank, they do have IRA/401k department dedicated specifically working with clients like yourself.

No need to add him on the LLC.Having just done this myself I would suggest opening a NEW checking account that is dedicated to this project in both your names.