Since you already have hands-on renovation skills, focus on learning deal analysis, financing options, and market research to complement your strengths.

If this contractor has found a way to not work weekends without getting behind on projects, he is likely very experienced and professional.

Then there's the investor's skill set, time/availability and where they are in their life.

With ample time on my hands, I’m offering my assistance to experienced investors—whether it’s managing properties, finding deals, or lending my skills as an insured notary and signing agent.

But you'll have to either manage it yourself and develop a really good skill set in that or get a smaller company that doesn't have too many properties to manage who has a high skill set management for you, but then you need to pay for that.

I think @Paul Sandhu captured the list of skills you need to find, and that you can probably find someone with "3M Talent" (or at least "2M Talent" to cover several areas.)

If you can't figure out how to escape that entry-level job and get into something that pays better, then I would argue you probably don't have the skills necessary to invest in real estate and manage it well.Focus on finding a job you can be proud of and that pays well.

I have vast experience in Hospitality and hoping to at some point acquire STR/MTR and apply those skills and knowledge . 

It's not that you would not have the skills, but most clients want to work with someone who is at least their own age.

The price-to-rent ratios are generally unfavorable, and a shortage of skilled tradespeople and reliable property management can hinder the success of buy-and-hold rental investments.