The mismatch is not between the connectors. Always use type "N" connectors when possible, but if your antenna is type "N" and the radio is SO-239, then using a cable with type "N" on the antenna side, and a PL-259 on the radio side is the way to go. Try to never use adapters in any kind of permanent installation. The impedance bump is on the PL-259, not on the "N" connector, which is an impedance balanced connector. {By the way, there are 2 different types of "N" connectors out there, depending on whether you are using 50 Ohm or 75 Ohm transmission line (cable).} To clarify your previous question, "...if the radio has an SO-239, should you also get an antenna with an SO-239 so they match?" ...the answer is NO. Always use "N" connectors for UHF when available, but if SO/PL is what the device has, use it. Having different connectors on each end of the feedline is not the problem, and having a slight mismatch on one end is better than having a slight mismatch on both ends.