The CDE adage is it’s not if you flip, but when you flip. That said, I have not seen nor heard about many carriages (4 wheels) flipping or tipping at anything other than the highest levels where speed meets immovable objects more often than one would like, so maybe more analogous to the really bad crash and burn from a spectacularly bad distance to a big fence than the more routine parting of ways. Carts (2 wheel) is an entirely different story. They hit that point of no return a lot easier than a carriage. It’s an affordable entry point for a lot of people and I had the awful pipe cart, followed by a jog cart followed by a meadowbrook cart when I started out, but I’m not a fan.
Transportation is the real $$$$$ for people who are serious, and the more equines and the larger they are, the more challenging it is to get everything from here to there. The most common top end set up is 2 trucks and trailers, one is for the pair and a spare and maybe an ATV or carriage, the other is a LQ+equipment (2 carriages plus all the harnesses). Usually we are talking 8’ wide stock combo trailers because they are so adaptable for all the gear. @DiamondJubilee who posts on here has a 53’ 3 axle trailer that is her pride and joy. As in anything “horse” you can go up from there (the LQ van + equip trailers for the top 4 in hand drivers are insane and generally make the hj crew look like people who aren’t really trying to spend their money.
But there’s LOTS of people who do it on the budget. Usually it’s a stock combo with a converted tack room and someone else with the ATV on a small garden trailer, etc. In my case, I have a fully paid for low mileage F250 that is gas not diesel, and I figured the 30+ feet floor length at 8’0 wide rig that would transport pony+equip was more trailer than I wanted to pull with that vehicle and I wasn’t interested in replacing it with a new $truck$. So I had a custom BP designed by a guy who knows driving people. It’s an 8’0 wide BP, a 2H straight load with 9’0 in front of the stalls and a side ramp, no tackroom (think 2+1 config). It’s insulated and has a 30amp plug wired in with lights and power outlets. The pony goes in a stall, my e-bike and hay goes in the other (used to use a scooter, love the e-bike) stall. My presentation carriage goes in that front slot and my marathon carriage goes in the bed of the truck. When I get to the show everything is out and I plug in the trailer and it becomes the semi primitive camping for me and my gator. I love it, it’s actually pretty comfy.
People with carts who aren’t doing CDE typically get a stock BP and put the horse up front and cart in the back, with shafts sticking out the back door a wee bit.