Individual retirement plans were developed for people who do not know how to manage their money and save for their future.

That divide seems to be driven by the mindset of each individual and what they are trying to accomplish.

I prefer to outsource as much as possible so that I can focus on operations and optimize our return-on-investment. 

Not interested in house hacking, and let's just remove the fact that we're buying a home to streamline the hypothetical then: if you had $30-50K right now, would you prefer to try and invest it in something immediately or let it sit in the bank to contribute to a future multi-family (approx two years from now)?

We prefer usaa but we were deemed too risky by them for the umbrella policy so we went with Farmers for the umbrella coverage.  

@Patrick Martone I feel that this will be complete personal preference but if you are intending to do flips, would you consider doing more than one rehab project at a time? 

not been missing something, it does make me wonder if there simply is no better overall approach than holding RE assets in my name to get better lending terms, and loading up on umbrella insurance.The prospect of getting loan terms that don’t come close to what I can get as an individual in exchange for getting to own through an LLC just doesn’t seem to be worth it.

Get a job, preferably w2.

I'm a RE accountant, so my reply is based on complaints/praises I hear from my clients.Investors prefer to have one lawyer for everything REI: LLC formation, closings, private money deals, evictions, litigation and whatnot, even though it's often best handled by specialists.Number one complaint is accessibility.

While obviously I invest in RE and prefer it too, check the stats.