How will the increase in the Regulation CF limit to $5 million per year benefit issuers?

Depends, how engaged are Issuers with their customers and communities?

Raising the limit to $5M is great for issuers whose "overnight success" has been in the works for the past 10 years. Its hubris or naivete to think that strangers are just going to flock to your deal/offering simply because it exist. 

What the raise to $5M does is allow Founders who have been actively building their business, brand and community to offer their future Investomers more space on their rocket ship. Too, when Founders are able to onboard $2M - $3M in Investomer capital then all of a sudden their deal terms look a whole lot more attractive to the Sharks, Whales, Angels and VCs. The $5M limit is a Noah's Ark of investor's opportunity. An ark where Founders benefit because the its unlikely that Founder will create terms that are not fair to them, while being attractive to customers, fans, brand ambassadors and even Sharks. 

Lastly, the biggest benefit for $5M raise is that it will give Founders more control of their businesses. Founders will be able to raise key early stage capital, on better terms, from fans/customers before having to even engage or be bothered by Sharks and Angels. Cause thats the thing. If you want money from a Shark, you've got to swim in their ocean, on their terms. Same thing with so-called "Angels". The best trick the devil ever played was rebranding himself as an investor; as "angels", VCs and Sharks all want the same 10,000X returns. Where as your customers? They want a consistantly good good, product or services AND maybe a reason to tell their network about your good, product or service.

So, yes. The biggest benefit of the $5M is that it gives Founders greater control of their destiny. Unless of course Founders are dying to meet Angels and Sharks....