Many STR owners have ventured into MTR to supplement their income and we have far more supply than we did 2 years ago.With your desired price range of under $100k inventory is likely to be very limited. 

Supplement and eventually replace w2 income.questions: split the property to make it 2 separate rentals?

That being said bills are already in place to supplement more insurance companies and options.

We BRRRR 8-10 per year and the flips supplement and money left in the BRRRRs.

We BRRRR 8-10 per year and the flips supplement and money left in the BRRRRs.We fund with a combination of Hard Money and Private Money. 

To supplement that, there should be additional self-paced study opportunities in addition to free and cost-to-you live virtual training.

I also have an umbrella policy as supplemental coverage. 

My HELOC will help supplement financing costs, and rehabs in the event the HM isn't favorable.

That's perfectly fine and fair-- just keep the assets to supplement your life style in the most risk-averse and conductive to living a free life. 

This is better than I expect the mutual funds in my 401k portfolio to perform(10-12%) Plus I would like to eventually use some of the cash flow to supplement my income before retirement age.