I propose that you focus on one strategy/path of all those you listed, find the repeatable thing that you can turn into a business which will then grow and support you and enable you to quit your other job.Check out The One Thing, see if that helps.

Term life insurance is cheap unlike cash value life insurance and will enable you to buy enough coverage, with cash value you probably don't have enough.IRA can only be funded with new contributions from your earnings or by rollover from another retirement account.

It is very tourist friendly and everything is already in place to make my STR's legitimate.

This is one of those cases where you could have all kinds of lease wording texts and solid proof to make a legitimate case you were right ..but in eviction court when the judge hears you took those private photos after agreeing not they will almost assuredly side with the tenant and you will get your %^* handed to you in court

If you have an IRA with sizable amount in it - there are many legitimate ways to invest while earning a handsome returns, you just need to consider little different approach. 

How do I find out if the title Compay is legitimate?  

This change will provide more Americans with greater investment opportunities and enable the businesses they invest in to create more jobs.

In answer to your question, I would look for a legitimate wholesaler in your target market, look for Facebook and bigger pocket groups related to those areas as well, along with local REIA.

Lease options can and should be used as a legitimate tool to help shoulder buyers become homeowners.

Since you don't have the capital to do the deal without the IRAs to supplement your capital, your IRA is enabling you to make the transaction and personally gaining by the IRA's involvement in the transaction.