Congratulations on your first property.

It would depend on your financial situation but most of the time you should have it paid through the LLC as you should be able to get more tax benefits and legal protection. 

Should I get into contracting with a flipper or custoM home builder for 50k a year 1099 and start my own llc and be a “real estate professional” and learn the ins and outs while making less money at first,  or take a sales job 9-5 that makes 150k a year w2 and build up capital first. 

Just got my first multi family property under contract in Houston Texas..

The amount of rooms available is barely sustaining the amount of traffic coming so from an investment standpoint, it is a very opportune time. 

@Brian Burke I'm not a big fan of pref equity in the first place, as common equity investors often aren't compensated for the additional risk.

A personal goal of mine and one of the first steps i have chosen to achieve my greater goal is to first make sure myself and my family never need or want again through real estate and other investment opportunities.

I do look at fixers all the time as a refinance and placing a tenant.

Should I get some experience from wholesaling first?

Getting into legalities can be costly, time consuming, and incredibly annoying.