EDIT #2 (Sorry I can't post above, I have used all of my edits) I must say that I am pretty new to web development, so it is somewhat hard for me to determine

EDIT #2 (Sorry I can't post above, I have used all of my edits) I must say that I am pretty new to web development, so it is somewhat hard for me to determine both the feasibility and what will be needed to perform certain tasks, but people have asked if I could elaborate on what issues I will need to tackle, but please excuse me if these are unrealistic demands. These are some of the things that I need to accomplish: -Manage a numerous amount of small credit card transactions -Create an algorithm that would self manage the database for certain areas based on date (delete data past a certain date or data that has expired) -Allow the uploading of images, but also create thumbnails for those images With regards to size, the application would focus on the area specific to where I live (so that I could market it easily with normal advertising methods), but scale simply by adding a new location (simply by cloning the first site and changing the location) similar to craigslist like I said previously. Sorry if anything I had said does not make much sense or is unrealistic. I am new to web development and am trying to approach this in a very logical manner without wasting too much time.