Part 15 broadcasting can be very useful and fun. If using a certified part 15 transmitter on AM and legal length 10 foot radiator (includes coaxial length and ground rod/radials/cable length) there is a real possibility of reaching half a mile or more if the conditions are really good.
The only true useful time to broadcast on AM at 100mw levels is day since at night propagation is useless with the clutter and skywave isn't very useful at that power level if even at all.
The best way to get an audience and strong signal is by word of mouth and putting the transmitter up on a tower, use a long 10 foot pipe as the antenna insulated from the tower and running power and audio up to the box. Good high quality modulation at 100%+ helps a ton. Of course this is much easier sounding than it is in reality.
Using any kind of feed line or grounding system is not practical if keeping with the rules as this adds length to the permitted radiator even if it's not actually radiating anything.
But there is where the rules and regulations get goofy. Some officials will tell you antenna length and power to the final amplifier is all that matters to keep within regulations, others will tell you actual radiated power at a distance is the deciding factor. So it all boils down to how much your neighbors hate or love your radio show, if the FCC official had his morning coffee and so on.
The general rule is antenna length being 10 feet, doesn't matter about HAAT either, using no earth or radial system, and keeping your show clean and fun.
Even if someone gives you trouble the most that will happen is someone who works for the FCC will tell you to shut it down or check your setup for legality.
However this is really worrying over nothing. 100mw is flea power! You'd be lucky if a setup could get out 1/4 mile on average and even get listeners.
Stay off of 1710khz also as this is not covered in the part 15 rules. 530-1700khz is the OFFICIAL frequencies free to use. But then who cares lol, I use 1710khz sometimes at night since it's clear. The higher mediumwave frequencies are best to use with low power since antenna efficiency increases with frequency when using shortened radiators.
Now FM is another beast all together. The maximum radiation distance is like a few hundred feet. The rules can be bent though and no one will care. 10-25mw is thought to be about the legal power on the FM dial. Coax cable and grounding are fine and play no role in the rules for FM. HAAT also doesn't matter. Mount the antenna as high up as possible. Using antennas with gain over a standard dipole is only allowable if you already have a few db loss in the coax. J-pole/slimjim antennas will give the best results with up to 5db power increase and are very cheap to construct.
Once all is worked out there is the possibility of covering the same distance as on AM using part 15, but the rules aren't greatly defined and the FCC likes to bend them to get people off the air they or their community don't like.
Few good links on this topic...
All about part15 related stuff:
Part15.usForums for pirate radio and section on part15, info still applies to legal broadcasting also:
The free radio forumsThe must have handbook for AMers:
LPAM Handbook (PDF)It's a great hobby, that's for sure!