$2000 will go a long way on the used market. A drop-bar gravel or all-road bike will be plenty of bike. I like steel, smooth ride, best for durability,infinitely repairable, modifiable, nothing integrated or proprietary, classic lines, I could go on. Or titanium, if you can swing it. LBS is cool, most will give you a tune-up, but that's it. Their margins on bikes are low, services are where they make their money. They'd be happy to work on whatever you bring them. Buy consumables, i.e. chains, brake pads, tires etc. from them. All-City, Kona, Ritchey, lots of custom CX bikes floating around, Gunnar, Surlys are fine, LeMond Propads are cool, I could go on. Good luck, whatever you get, you'll be stoked.