Thanks for the reply, Kleinstein.
The output will have almost no load on it (<10mA, likely less than 5mA).
OK. So a Pi filter will work in both directions. This is good to know. I know how to calculate that.
How much of an effect does bulk capacitance have on preventing these spikes? In other words if I have 1000-4700uF at the input is that going to reduce the spikes going back to the input line? Or once those capacitors are charged do those spikes just come off the supply rail?
I am also open to other ideas for producing this "negative" voltage (from a negative ground referenced supply to feed into a negative ground referenced radio). I am currently using batteries, which are clean and isolated, but a pain. This is also meant as a learning exercise, rather than simply a problem solving exercise, as the batteries are probably the simplest solution. I am trying to use something I build myself, rather than say a DC -DC converter IC (for isolation to let me reverse the polarity), or a pre-built inverter IC.
Thanks again.