My small trailer, empty weighs about 600 pounds and only has around 20 pounds of tongue weight. Its not bad to lift the front and muscle it around but, its so much easier to just push it with the single wheel up front. When I got it, it had a flat jack on front. That got replaced pretty quick with a wheel.
Off road with the trailer loaded is a whole diffrent story. Every now and then I would have to move the trailer slightly and it wasn't practical to bring over my vehicle. If I was on moderately hard pack, the single front wheel was fine but if the ground was soft, I found myself having to lift the front to move it. My fix was adapting a dual wheel to my jack.
My new trailer is a tear drop. This one weighs in around 2k. When I built it, I started with a dual tire front jack. This one lives in my garage so I have to move it out by hand.
My trailers go out often and always remote. If you actually look at them, the front jacks with tires are not designed to go off road but to stay on hard pack. I bought the ARK trailer jack for my tear drop. While it sports a second tire, it needs a bit of improvement. Off road wise, I'm actually looking to add a tire to the front to make it three and increase the tire diameter a bit. The wider surface will help in soft stuff and larger diameter will help decrease rolling effort. Not complaining but I'll end up modifying it eventually. I may also make a motor drive for pushing the teardrop around at home.