(often just job site clean up, or hauling boards or drywall around the job site) with the stipulation that the tradesmen would show me the tricks of their trade.

Hi James, Look at key economic indicators such as job growth, unemployment rates, GDP growth, and industry diversity.

Ask them to share their STR management VRBO, AIRBNB etc, and look at their costs.Use their vendors if they offer positive opportunities and use that as a way to ask for "Earn your Business' type discounts.

I would take the opportunity to account for the cleaning and re adjust your offer to what you are willing to pay for it.

I want to purchase a condo with the loan 100% in my name, with the intention of completely remodeling the unit for potential rental opportunity. 

Should I throw in the towel after one successful flip and stick to my day job?

Still wanted to be close to CA and Lake Tahoe but have much more favorable tenant/landlord laws, property taxes DO NOT reassess on the sale, stable diversified job growth, population growth, land constraints force appreciation, and a ton of outdoor activities that I enjoy. 

Eventually, to scale, you'll want to continue seeking opportunities with more cashflow.Regarding 1031, IRS deems property that is "held for resale" to be ineligible for a 1031 exchange.

I am open to many different ideas and opportunities, ultimately I just want a peaceful getaway in the Offseason but a place where for the other ten months of the year could be income generating.

Have seen some great flip/BRRRR opportunities for cheap in Chattanooga, TN.