The best advice I can give a first time entrepreneur

You will not get venture funding. Stop wasting your time. If you can't come up with an idea that leads directly to paying customers, go get a job. Do not max out your credit cards, do not borrow from friends and family.

The truth is, if this is your first venture, and you have never raised capital before, you will not get funding. While it is especially true today, it was mostly true since the bubble burst. Now, VCs will not tell you this as they like to stay relevant and informed and will indeed take meetings to learn about you. And of course, they are happy to offer all kinds of advice. But do not let them give you hope – they will not ever consider investing in you, at least not until you have more than proven yourself (and no, not one or two customers, but many, and much revenue).

Now ask yourself, do you have the resources to build your product, get someone to buy it the first time (and by buy, I mean pay enough to sustain you, not a token fee for a “pilot”), and stay afloat long enough until that next sale comes along? No? Then forget enterprise software. You'd probably fail anyway, big businesses tend to be risk adverse and rely on trusted relationships. So unless you have a partnership with IBM, Microsoft, Accenture, etc., you'll never close a deal (tho they will waste much of your time as they too are curious about new technology – they just won't buy it from you).

So what's left? How about software as a service? If you're a geek with a good idea (like solving a problem small businesses may have but they cannot afford to hire an FTE to manage), then building a cloud/subscription based service could give you a way to bootstrap. Tho if you are a geek you may not be particularly savvy at sales and marketing. But hell, you can figure out that stuff by reading a book. Watch out for small business marketing consultants and specialists. If they were any good at what they did they would be charging top dollar working for big businesses. Actually, that advice applies anyone who wants to “help” you, particularly if it involves retainers. They can be expensive and distracting, and rarely produce.

So, to summarize – if you really feel you have to start your own venture, save up, aim small, and expect to fail, tho you will learn much along the way. Good luck!