Just do something different, no one wants to hear the same crap they can hear on the other countless blindie radio stations out there, its crazy so many people want to do this, and all end up doing the same thing, its a trope now, the blindie radio station. The only unique ones I've come across were IVR, TBRN and NHB. All others I've checked out weren't worth my time. Also, do you have experience with doing this? Because if not, its going to be pretty painful to listen to as you fight to sort things out as you go along.

Also, why do you want to start a radio station. if the answer is, just to spin up music for my friends, or something similar, don't even bother. Seriously, we're so flooded with these blindie radio stations that are just no good, its ridiculous. Now, if you have a good voice, a good personality, the energy, the drive to constantly be improving, and the skill or at the very least, the skill can be acquired in time, but at least you will need some kind of talent, then OK, go for it. But remember, do something no one else does, do something to make your station stand out from the crowd, be innovative. This is one of those thing where you really want to evaluate if you've got what it takes now, before it ever gets off the ground, because if you don't, and you find out later, its going to bomb, and you're gonna be disappointed / sad / depressed. This is the voice in your head you should have, I am that voice if you don't have it, I am here to tell you that you'd better damn well stand out or you will bomb. I don't say this to be an ass, I say it because if you don't, you will have saved yourself hundreds if not thousands of hours, that you can spend on other things, and you will not have made a failure. Though failure is part of life, and we all fail. Large projects don't necessarily need to fail to count as something you can learn from. You can have smaller failures along the way that you can learn from, and those bumps in the road can be smoothed over, and you can work from that point, and go from there, building as you go.

You know what I would listen to? SOmeone who spun vinyl, actual vinyl, and had a clean signal from their turntable to their board. A good phono cartridge, a good preamp, etc. A really nice, clean, crisp signal, and streamed in high quality flack or something. Even flac can't completely match the sound of analog in person, and as soon as you start runing it through digital circuity, it will take away some of that analog quality, but you can get pretty close. I would listen to that, but it would have to be from someone who has a rather large, eclectic collection. Something like that stands out, something like that would be fun probably to produce and to listen to. But if you're just going to play music, you're probably gonna play stuff I don't like, don't listen to, etc. I can do better by making playlists on Spotify.

Hi.
@st.mc: I might be able to help you with some advice. I wander why you have chosen a Windows VPS. Sounds expensive compared to Linux, but that might fit your needs better.
So let's keep it simple.
You say you need something to broadcast when you are away from your computer. Do you wanna broadcast when your computer is turned off, or only when it's turned on? If you wanna broadcast when your computer is turned on, such as a playlist, I'll say a Windows VPS is way too expensive. If you need to broadcast when your computer is turned off, then a Windows VPS sounds useful.
When I have figured out more about what exactly you wanna do, then i might be able to help you some more. If I can't help you, then a friend of mine can for sure. he have had his own radio station for many years.
I think the best solution ever if you wanna broadcast all day and night is an extra computer just for your radio  station.

So after a bit of searching I found out that I can have a player on my windows VPS Plus a plugin that could stream to my icecast server. I'll be using foo bar 2000 for that But I haven't found a reliable streaming plugin For it yet. vorbice  streamer seems to work but it's only for ogg, altacast doesn't want to show me the configure button in the dsp tab, and an other one called streaming client wasn't that accessible.
If only I had an extra computer to keep it on all the time.
Does anyone know a better solution than Player plus streaming plugin?

hi
I second everyone else, windows is bad for servers, go get a linux vps and if you want auto dj get liquidsoap. your best option.

hello everyone.
So, I finally managed to get it done And it's working now. I'm currently using foo bar 2000 With altacast as my auto dj and edcast for live broadcasting.
This way I can Even use Spotify When I am Broadcasting live as my music source.
thanks again for all your help