Wow, I'm going crosseyed from reading sixteen pages of posts!

Just a few quick thoughts from my perspective.
Regarding the "thanks Jeff and mods" - there are more than just the mods and Jeff at work behind the scenes. There is a team of managers, and everyone had input and put hard work into the development of the classifieds.
The amount of money and time that goes into this site is evident every time you explore its pages. All of the time is donated, either by the mods and managers, by individuals like yourselves who come here and post often, and by Jeff himself. The site isn't listed as a not-for-profit, but its run by volunteers.
As far as a 'membership fee' goes, I'm vehemently against that.
This is an education site. Some of us are retired and on fixed income, some are making big bucks, some of us are students with no income, etc. I do not believe that you should have to pay for your education, but should be free to donate what you think you get out of the site - hence the voluntary contribution idea. I do not think that this should/will change.
As far as the classified changes go, it is human nature to not like change, even when the change is for the better. I complained along with the rest when they put a roundabout in my town, but now that it's in, I see the rationale. There are reasons behind everything - we didn't make these changes on a whim.
When you go to a show, your are asked to pay for a booth fee. This fee is the cost of doing business in the show. The classifieds now have a booth fee, and it's extremely reasonable. Most posts in the classifieds make far more than five dollars profit - some make thousands. For the small business - if your business ad doesn't generate five or ten dollars of revenue, then you might want to consider a new business plan - perhaps through consolidating some of your ads into a larger one that's more economical.
If people are going to leave the IAP because an ad will cost five dollars, then perhaps they're not looking at
WHY the IAP is here. It was not developed as a springboard to a classified or store - it was developed to further and advance penturning through education and discussion.
This isn't a 'squeeze', but rather asking those who profit from the IAP to begin to help pay for some of the improvements. The free 'make as much money as you can without even having to give $5 back' model will end soon - I think the new one is reasonable.
By asking for a reasonable fee to post an ad, the number of ads should decline. Instead of three ads with three blanks, that same person would likely post one ad with nine blanks - savings for him, less ads on the site, same number of shopping opportunities for us, and more money for the IAP to keep the lights on and maybe buy some new and improved lights! The IAP is not, and never has been, stagnant.