[jasonlotito]

> Why must it be a web app?

Because that was the original question asked, as well as the topic here. Stay on topic, stay on topic.

[FrojoS]

I might be wrong but you might be splitting hair here. What I read was:

"Is it hard to write a small piece of software and sell it over the web so I can make 1k per month to pay my bills"

[jasonlotito]

I don't know where you read that. Here is the question:

"Is it hard to build, market and maintain a web app that makes at least $1000 a month? For a single, skilled web developer."

You might consider that splitting hairs, but I think the question was quite clear, and very precise. Basically, he's interested in capitalizing on an existing skill set and wondering about the business side of things.