We've used Reg D 506(b) for our syndications and ONLY communicate with investors that have a prior relationship with us.There are two illegal activities that I see all the time. 

Using depreciation, cost segregation, and the right entity setup can make a big difference in how quickly your cash flow adds up.If you’re starting to build your portfolio, focus first on strong cash flow properties, then later look at strategies like short-term rentals or qualifying for real estate professional status to offset more of your W-2 income.You’re definitely on the right path, real estate is one of the best ways to turn active income into long-term, tax-efficient income.Good luck, and happy to connect if you’d like to talk through what that might look like for you.

They go to work for their w2 and complain that they are not instantly promoted.  

That kind of shift always creates leverage for people who understand timing.NAR’s latest Confidence Index reinforces that the market is active beneath the surface:• 2.1 offers per listing• 19% selling over list• 29% cash• First-time buyers at 32%• Typical contract: 30 daysAnd Louisville’s numbers are telling a story of their own.Louisville Market (Today)Active listings: 3,498Inventory is tightening.Listings sitting 60+ days: 1,448That’s 41.3% of our entire market aging out.Multifamily inventory: 101Sitting 60+ days: 59That’s 58.4% of multifamily stuck in place.When this many properties cross the 60-day line, it doesn’t mean the market is weak.

Books and podcasts galore, promoting the phenomenon.

I definitely want to stay clear of anything that could trigger fines or compliance issues, so your point about STR activity in communities with rental caps makes a lot of sense.If the documents don’t spell out any restrictions around owner-occupied MTR/LTR setups, I’ll look into the roommate or owner-occupied lease option you mentioned.

Immediately report any pest or rodent activity or suspicion of contaminants.f.

What personally motivated you to participate in this activity? 

On finding help, I’d  keep an eye out for the CPAs active in Biggerpockets with proven real estate experience, or search for phrases like “short-term rental CPA,” “Airbnb tax CPA,” or “real estate investor CPA”and then filter by folks who talk specifically about STR material participation and cost seg in their content. 

Quote from @David Hathaway: Hey investors just purchased a 4/2.5 townhouse in Southeast DC and wanted to connect with a few local active investors.