If you're asking about which method is better @Chris Montalvo, I think that would depend on the profit you are looking to gain.

I'm going to focus on that until I can build some capital and gain some experience (and hopefully partnerships) to advance to some more intermediate/advanced techniques like BRRR's, flips, and ultimately multi-family buy-n-holds to generate passive income.

If I buy land and sell off right away you pay large short term capital gains taxes.

@Dan CournoyerAll of the expenses that you listed, including allocated tax prep fees, portion of the phone bill, travel etc. are equally deductible with or without a partnership LLC.You cannot arbitrarily shift partnership income between husband and wife, no more than you can without an LLC.Good thinking, but you do not gain any tax advantage, other than lower IRS audit profile.

Given the fact that Roth money was invested post tax annually when I qualified, would I need to pay taxes on this money upon the sale of the property, or would this money grow tax free as would all other gains normally made in the Roth outside of a real estate transaction?

If we get something that cashflows now, we could have some solid gains from appreciation down the road.

My goals are to gain enough passive income through rental properties to supplement my current income and make me completely financially independent.

Most first-time real investors can’t come up with the resources required to acquire a Manhattan high rise, for example, so they are left with two options: Give up on the idea of investing in CRE altogether or gain exposure to this asset class through an intermediary, like a publicly-traded REIT.

For homeowners in hot markets like Silicon Valley who bought either long ago or in 2009-10, they may be sitting on paper gains that can be in the millions of dollars.

I owned two 4 plexes there and in about a year we gained 6 figures in appreciation (some was forced through reposition) and cashed out.