I have solid connections in electrical and plumbing, but looking for someone who has basic carpentry skills (install trim, take down walls and re-frame walls, etc), installs floors (hardwood and vinyl), minor painting, basic tile work, things like that.

Carpentry, HVAC, plumbing, Electric?

This is evident from the number of posts from landlords that have never bothered to read, let alone learn, their state landlord tenant regulations.

Did you study your state landlord tenant regulations before you decided to go into business.

Specifically with mailings, I would talk to your broker, let them know what you are looking to do and see what they suggest, they're the experts on advertising regulations ... and you may have signed something in your independent contractor agreement with the brokerage when it comes to advertising that will apply to no other agents on here except for those within your brokerage.

I do know San Diego is pretty strict against short term rentals so obviously look up what their regulations are.You mentioned a granny flat and splitting the house, so if you're going to be having some sort of shared walls it may be best to put that in your listing as I have seen some people get negative remarks by not mentioning that the house is shared with the owner or some other tenant.As well as lining up two to three excellent cleaning crews, the easiest way to ruin your profit is to start receiving negative reviews for cleanliness and or falsely advertising what your place really is.

So now I need to hire a licensed plumbing service to ratify the issue.

Then renewal fees every year can be a burden but again at this point in one's REI career, the cost is outweighed by the opportunity.For a simple breakdown, here are the pros and consPros: MLS access, not reliant on someone else to see the MLS or to literally go view the property, ability to make money off of it, list your own deals..Cons: Fees (annual and upfront), continuing education of laws and regulation (i.e. time not spent on finding deals), always legally disclosing you're licensed, dealing with brokers taking a %Now, these aren't all the pros and cons but certainly some popular ones.

Sounds like that could go all cosmetic and will have HVAC, electrical, plumbing, roof and maybe foundation that could nail you.

The best properties for this are "cosmetic fixers" where the "bones" are in good shape (structure, plumbing, electric, all the important stuff that is not readily visible unless you look close), yet it is a cosmetic wreck; dated finishes, dirty, smelly, ugly, hideous paint colors, etc.