I would consider the $100 initial setup to be bordering on pipe-dream (my initial startup cost for quasi-decent gear minus components was about $750) but lets address some of the other concerns here:
-"I don't have the space". Yes you do. My press is STILL mounted on a Black and Decker Workmate that takes up about 1' x 2'. The rest of my gear not including components could fit in a shoebox or two, which can fit under the Workmate in a pinch. I got this setup because I was living in a single small bedroom at the time that I got it. For almost two years now, I've had the space to get a real bench, and have been meaning to do so, but haven't for two main reasons: 1) I haven't found an ideal one; this is part laziness on my part, and 2) At the end of the day, the Workmate still basically suffices for my purposes, so replacing it hasn't yet worked its way to #1 priority for my "gun money", even after all this time. It sits in the corner of the gun room, taking up very, very little space. Eventually a real bench will go there.
-"I'm scared". This is understandable, but people load ammo every day. If this is your only barrier to reloading, understand that it is a mental thing, and get over it. You need to do it right, yes, but these are not nuclear devices that you are trying to build, either. It is no different than the apprehension you probably felt right before you started to drive as a teenager. The thing you need to really guard against is feeling invincible after five minutes in the "drivers seat" and seeing that the process is not black magic.
-"I want someone to show me how". This is ideal but not required. I'm not a mechanical genius, and I figured it out by reading manuals and asking questions here on THR. (And I still learn more all the time) If you have never loaded a round and own no equipment, reading the reloading forum is like trying to decipher Hebrew, I know... because I was there once. Once you have some gear in front of you, it will start to make a lot more sense. You'll ask some dumb questions, but that is how you learn. It IS better to ask a dumb question than make a mistake when reloading.
-"I don't want to breathe gun powder". Gun powder is not fine enough to go airborne; it is not talcum powder we are talking about here... it is a lot closer to the consistency of sand. You won't breathe it, and it is a lot less volatile than many standard household commodities like, say, gasoline, which everyone has. It does not explode when outside of a firearm's chamber. Just keep it away from open flame like you would any other potentially flammable substance, and it poses no more danger than anything else in your house.
-"Reloading will make you immune to ammo shortages". No it will not. As we are STILL seeing, component shortages can happen just as fast as ammo shortages. I've had 357sig bullets on order for months now. It regularly took months during the last year to get gear and components off backorder. "But I've stockpiled components so I don't care"... well, that is nice, but you could have stockpiled loaded ammo just as easily when it was available too. It isn't the act of reloading that keeps you in ammo, it is having a stockpile of whatever you need at the time it goes unavailable. If you are trying to get into a new caliber when everything is unavailable, you are just as screwed as if the loaded cartridge is unavailable.