Rick, only 10 years ago i could barely read a electrical layout and probably not a electrical schematic..
I started y looking at alot of circuit layout, then schematic, and reading on how the component work.. basic electrical circuit design(amplifiers etc).
Am not going to lie and say its easy.. but its not really hard as many are expecting it to be. it just take a load of time.
About the squarewave.. if you have ever read about transmission lines.. you know that high frequency usually need a coax and matched input and output impedance.
So if your using a single wire.. and its a bit too long(inductance???).. you can get distorted waveform or even signal cancellation because of heavy reflection at the end of the cable or because of the inductance of that wire... and electromagnetic interferences, inductive/capacitive coupling.. When working with high frequency is alot more work that simple DC. Should use a short and high quality shielded wire as a minimum. (the shield will have some capacitance, it will help cancell the inductance and also shield the EMI and reduce coupling with nearby component.)
If you use 2 single wire.. twist them tight together it will help ALOT.(just like AC heater into a tube amp)
Even a 1khz squarewave have alot of high frequency component(harmonic).. if you could get a perfect squarewave with a perfect 0.0000(infinite)µS risetime.. you get infinite high frequency component.. but thats in a theorical perfect world. Getting a fast risetime for a squarewave is not really easy
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Looking a squarewave into a oscilloscope look like a single signal.. put it into a spectrum analyser and tada you see alot of different frequency signals(the original signal + harmonics.)