My heaviest weight ever was two computer UPS.
At home I weighed each wheel and the hitch before unloading and found 42 and 46 kg on the wheels, and 10 kg on the nose, giving a total trailer+load weight of 98 kilos.
I was using my folding bike, which weighs 15 kilos and I'm roughly 95 kilos, for a total of 110 kilos. So Bike+Rider was 11% more than trailer+load.
Yes it was strapped down a lot better for the ride.
My experiences:
Getting moving is hard work - simply crossing a gutter and up the camber of the road to the centerline was a challenge.
Moving smoothly was difficult too. One tends to have a power stroke then a lighter moment as the pedals go over the top. The trailer wants to keep moving so it alternaltely resists the power stroke and then pushes your bike while the trailer moves faster than the bike.
Extreme case, my journey had to cross a railway line with an elevation change of ~1.5 m in about 15 metres so a 5% gradient. I had to drop to bottom gear (15ish gear inches on that bike!) to keep moving.
Downhills are strange - the trailer's weight pushes your whole bike and it feels like a much steeper grade. You get the feeling that braking is not going to work so don't even try it. I imagine this is how you would feel with no/failed brakes on a downhill grade.
Bottoming out - You've just ridden through a low spot, perhaps across a driveway gutter or a dip in the road. The trailer is still on the downhill and is pushing your bike up the other side. This reminds me of a simple electrified bike I rode, which was on or off. The sensation might be like a tandem where the stoker has just started pushing real hard unexpectedly.
Braking - Everything takes about 4 times as long when you weigh 2 times as much. Stopping distances are 4 times longer for the same speed. Although there's only twice as much kinetic energy to dissipate in the brakes, it's not possible to brake as efficiently because of...
Braking kick - I had a smaller load on my trailer - perhaps 50 kilos of tools going to a bike fixup. I braked to a stop at a red traffic light, using my habitual both brake stop, not fast and not harsh. But the front brake took weight off the rear, and the trailer was able to push the rear wheel up off the ground and then pushed it sideways into the traffic lane somewhat. UPSHOT: when towing a heavily loaded trailer, use predomenantly rear wheel braking, and remember to shift your body weight backwards.
Cornering dymanics. Your bike can lean into a corner, but a two wheeled trailer can't. I managed to roll my trailer with a 68 kilo load of two landrover wheels. The whole trailer rotated on the coupling (its designed to allow this) and skidded on the road on its left side (outside of the turn) They were too big to lie flat so looked like this:
This managed to tweak my rear axle so it needed reseating to be straight.
Flats Be warned that you're more likely to flat a trailer wheel if you hit something sharp while heavily loaded. If its heavy enough, impacts can damage your wheel rim too. Changing a flat tyre is no fun if you need to unload it all to get it light enough to remove the wheel.
The maximum load of your trailer is going to be the minimum of the material strength of the load-carrying frame, (note mine has an 18mm slab of customwood as a bed, many are just cloth), the load carrying maximum of your trailer chassis, and however much your tyres/wheels and axles/axlemounts can carry.