At this point, is it worth it to get my insurance involved to help motivate the HOA to address the issue or will getting my insurance involved slow things down?

Get a contractor involved early to look at your renovation plan.

I primarily invest in syndications with my non-qualified accounts so I can take full advantage of the tax benefits.I think the work involved for both is similar - you need to vet the operator, analyze the deal and then wire the money.  

Making only $4000 a month for a capital outlay of $900,000+ is poor investment and so you would have to take a large discount in order for most note investors to get involved especially if these are second liens.  

I would love to be involved.

Multifamily valuations have stabilized, and investor interest is picking up, particularly in resilient regions like the Midwest.Economic Outlook: The U.S. economy is expected to avoid a severe recession, allowing the Fed to ease monetary policy later this year, which should further bolster the multifamily sector.Investors should keep an eye on these trends as the market continues to recover.

The fact that you’re actively involved in the process and looking for ways to keep your property manager accountable is such a crucial first step.

Ive never been part of a successful commercial transaction where there wasn't 2 agents involved.

This involves getting clear on what you are looking for, narrowing it down to a 30-second pitch, and then telling everyone and their brother about what you are looking for.

Quote from @Lynnette E.: Yes, I write on the envelope do not forward and tell the post office.