Keep in mind, the accountant who files your taxes may not be the same accountant who advises you on wealth building strategies & thats OK. 

I think the challenge is that local meetups tend to be held in restaurants that cost money and they don't attend.

(If so they will require you to submit forms every year until you sell so they can collect their state income tax on top of any state income tax where you buy.)

taxes/insurance costs?

Cost segregation is not just a short-term relief from taxes, it can be a powerful tool used to optimize your portfolio.WHAT IS A COST SEGREGATION STUDY?

How does one actually raise money from individuals with such high limits of accreditation if you don't personally know wealthy people or real estate investors? 

You need a partnership agreement, but you can't buy in an LLC or transfer to an LLC without two years of tax returns for the business or a relationship with a local bank.

They signed an agreement to comit to signing the lease or forefeit the money. 

You have several responsibilities regarding tax documentation.

When it comes time to actually invest, you will typically be required to show some sort of verification - either a signed financial statement if you meet the requirement on net worth, or income tax returns if you meet the requirement on income.