The coaches you mentioned have done a phenomenal job, no question, and I respect them a lot... but these programs weren't starting from scratch. Youth coaches at Brownsburg built up their club before Snyder arrived, Penn has a tremendous enrollment to draw from, and Portage has exceptional tradition from the Coach P days as well. I'm not downplaying what these coaches have done, these teams have accomplished great things, but these examples are far from the norm.
From experience I can say it takes an unbelievable amount of work to start from essentially scratch and build up a program that can compete on a yearly basis. Even then a competitive team only goes so far. You have to put an additional amount of work in promoting your meets to increase attendance. Including elementary and middle schools in your meets will go a long way, but takes tons of leg work, planning, and persistence. I'm pretty confident in saying that adjusting scheduling rules to include more weeknight duals will not increase attendance nor participation levels. However, working at increasing attendance at your currently scheduled weekday meets COULD increase participation.
We have 6 weekday dual meets on our schedule. Our JV kids are lucky if they get a match in 2 of those 6 meets. If parents new to the sport don't like sitting in a gym most of a day on a Saturday to watch their kid wrestle a couple matches, you can bet they like even less the 45 minute drive on a weeknight to sit in a gym for an hour and not see their kid wrestle at all.