I'd stick with the pop up for the next three years and then swap it out when you upgrade your tow vehicle so you can go to a hard sided camper. We started in a pop up so I understand wanting to upgrade, but a hybrid has too many compromises imo. Setup is still a pain, you have to deal with wet canvas, security is limited if you're in more urban RV parks or are wanting to overnight at a Walmart, cold weather is more difficult, etc.
We went to a fifth wheel and love it. If you wait until you upgrade the tow vehicle you can consider going to a heavy duty model and skipping straight to a fifth wheel. A HD truck doesn't cost much or any more than a half ton and is a lot more capable, so I'd really give it some serious consideration.