Dan, your suggestion is great. Here’s the problem, we have a large group who, like me, are computer illiterate and have no clue how to post photos, links or any other image hosting procedures. If they are like me they have tried to figure it out with little or no success. The site software is at capacity is the reason unlimited size is not allowed. If the process was easier for us challenged folks I’m sure more photos would be posted. I very easily post photos when using Craigslist but just can’t do it here. Our site owner has tried to accommodate the masses and it is what it is. Thanks for your input.
Attaching images to posts here is very much like attaching images to a craigslist ad. Attach --> Browse --> Select image --> Done. The bigger issue is the file size since 99% of all smart phones now a days take images larger than 300kb. Hosting costs go up based on bandwidth usage (traffic) and storage is really not an issue anymore. IE: Unlimited storage and bandwidth for about $6-8/mo. This site doesn't have enough traffic to worry about bandwidth and I'm sure donations would cover operating costs and pay for some dinners for those who spend the time managing it. I can't imagine this site takes much time at this point.
In my opinion, the solution is hosting that allows for unlimited storage (or way more than you'll ever need) and increase the upload file size to 4-5mb per image. A pictorial "How to attach images" page would probably help most users.
The only reason I bring all this up is because there's SOOOO much good info on this site that could be that much better with images.