To connect with your Dad 3-4 states away using a mobile rig you would be best off using a 2m/70cm mobile rig and rely on linked repeaters. You would be connecting to a repeater that is close to you and make this repeater link to a repeater that is close to your dad. There are multiple systems...
I started out with a Midland 75-822 + mag mount and it works well. If you're not happy with the mag mount, consider putting another NMO mount on a bracket with a PL 259 in the cab and you can use the same mount for either a CB antenna or an antenna for a second ham as needed.
I went down to visit the Ham Radio Outlet in Tigard, spent a bit of time talking to those who work there and played with the radios on display. The guys down there were really nice, no pressure. I didn't buy anything that day, but a couple of weeks later I called them with options in mind and...
Congrats on passing the test!
Next thing to consider would be to get an external antenna for your Baofeng, it will improve your range considerably.
And by the way, that NWOL outing you described earlier in this thread - I went on that one. It was great, hope to meet you on one of our outings!
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