It's amazing how cheap it can get when you're paying physical cash and having your contractor pick it up at the warehouse.

I have some other questions for you to build context if so.

Of course you could roll the dice and try to show that he is an "independent contractor" and respondeat superior does not apply.

You might need to file 1099s if you used contractors or other people whom you paid for labor:https://www.biggerpockets.com/forums/51/topics/1167632-expla...

I do have a third goal, but too much will happen by the time my second goal materializes that my third goal will likely change drastically.Also, I tend to find myself wanting to ask market-specific questions to agents/lenders/investors/contractors/etc. a lot.

Is it worth bringing in my contractor first to see how difficult it would be or should I call the gas and water companies first?

My favorite ones (as a Contractor) are those like : "How much will it cost to re-wire my entire house?"....."...

Are you open to working with contractors, or do you stick with established businesses only?

Line Item Fee Collected Rents 10% of All Collected Rents New Tenant Search & Onboarding $500 Business Hour Service Calls $80/hour + Materials Cost + Tax After Hour Service Calls $110/hour + Materials Cost + Tax HVAC Cleaning & InspectionGutter CleaningSpring/Fall Exterior CleanupSeasonal Mowing & Weed TrimmingSeasonal Snow PlowingGeneral Contractor Vendor Cost + 10% Oversight Fee

Does this matter if you're not optimizing for building a ton of wealth to pass onto kids?