HF is expensive and high skill. Probably best reserved for long range needs. City to city or to get out of the country. This will have to be handled by a dedicated comms guy with skills and knowledge. It isn't like becoming a nuclear physicist but don't expect someone to pick it up and go like a blister pack walkie talkie.

Even for HT style Ham radios are usually expensive and always more complicated. Unless you have ham repeaters they are probably an unnecessary barrier to entry.

Blister pack radios in FRS, GMRS, or MURS are much easier because they are channelized and cheaper than all but baofengs or other Chinese ham radios. FRS and GMRS share frequencies which makes them interoperable. A carefully chosen ham HT can talk and listen on all 3 of those.

Most radios for FRS, GMRS, and MURS will say they offer thousands of "privacy" channels using DCS or CTCSS. That is a lie, disable those tones completely. Those settings deafen you to people who aren't running the same code but by turning it off you can hear everyone no matter what code they use.

All of those are broadcast style services that never transmit unless you key the transmitter. You can listen forever and never have your location triangulated.

Even with those you lose the convenience of phones. Carefully planned transmissions of information coded using manual encryption techniques, think numbers stations, is going to offer the best privacy.

At a certain level of insurgent type situation you have to break the modern always connected bidirectionally mindset. People in the know will broadcast limited critical information to many silent listeners after careful planning only.

Threats are everywhere. The question is what is the oppositions skill and dedication to finding you personally. No amount of care will make you invincible. Remember the Israeli icom supply chain attack?