mmckenna
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If I limit my goal to my friend in Illinois (1k miles), will that make things easier on the requirements for the antenna?
No.
What size are we talking in this case? I'm on a small 1/4 acre lot in a HOA regulated community. Will call a board member tomorrow and ask if there are any limitations. I do have a pretty big attic, will that work at all?
HOA and amateur radio antennas. Yeah, you've got your work cut out for you. Free speech isn't your only challenge here.
You can do wire antennas, and size will depend on what frequencies you want to use. If they'll let you put up a dipole or G5RV antenna, you may get something that will work.
But before you talk to your HOA, you need to study up on HF antenna. Even mentioning external antennas to some HOA's will result in a certain amount of panic. Once they panic, anything you do that even looks remotely like an antenna will result in issues.
Figure out what you need first, then consider your options. Once you know what you need, -then- talk to the HOA.
Yeah, you can put some in attics, but it depends on your roofing material. Not ideal, but it can work. 1000 miles reliably on HF is going to be a challenge if you get your antenna options limited.
What is the average range of the Kenwood THD74A? Trying to figure out if this will work for my local goals.
Simplex/without repeaters? A few miles, depends on terrain.