I am licensed as well (Extra). What most overlook about shortwave/HF comms for preparedness is that the real value is in single sideband (SSB) transmissions. Yes, broadcast shortwave isn't what it was 30 years ago. But being able to hear SSB from amateur/pirate/emergency transmitters is valuable. In a regional emergency, amateur radio operators will utilize
NVIS antenna arrangements to mitigate the skip effect and send info much closer to home.
When shopping for a shortwave receiver, get one that handles SSB, such as the
TecSun PL-660 or the amazingly compact
Crane Skywave SSB2.
TLDR: "I haven't been very successful at operating on HF."
Buy a radio like the C.Crane Skywave SSB2 and you'll get FM/AM/NOAA weather/aviation/shortwave SSB in a superbly compact package with it's own longwire antenna for the shortwave. It will be perfectly at home in your EDC or get-home bag, and it runs on a couple of AA batteries. It will be a better radio than most for the common bands, and you'll have access to SSB shortwave. Easy.