Adam, investor communication should be managed by the funding portal... but, yes, you have to treat each investor as an individual.
Eileen (Hi Eileen!!). I think what you're referring to is the exclusion of any type of special purpose vehicle that aggregates investors into a single cap table entity. Title III disallows investing in "investment companies" such as these SPVs. While the funding portal should handle the broadcast communications to investors, you still have to (should) reply 1:1 if investors start asking questions.
The bigger issue is that you are probably killing later stage professional financing because now you've got a messy cap table with tons of investors that you need to herd to make anything happen. Imagine what happens when a venture investor wants to renegotiate some right with 500 investors. Maybe you can get around it by not giving the Reg CF investors much in the way of rights, but that just cements the issue that these investments are for suckers.
To be sure, I'm bullish on Title III - but for lifestyle businesses whose investment returns combine financial (typically based on debt and rev share, not equity), product and experiences.