You are probably right, the tractor may be under-powered for the job. 19 at pto may be too little. There is a price to pay in hp for the convenience of HST, and well as $$. But if you have 24.8 (Kubota
L2501) engine, and the pto is 19, then the total loss for using the pto from the tractor is about 23%. And not all of that loss is transmission.
Anyway I never bought many large purchases hoping to reach the mininum required for projects or work. I always would like to have a little "too much" (if there is such a thing) for things like getting in soft fields or etc. The
L3901 may be a better fit. The worse thing that can happen is that you purchase another tractor, and then discover that you wish you had gone with more HP.
It is a rare post that a person bought a tractor and said "I wish I had less hp."
As far as the regen process you seem to have already avoided, I have the
L4701. NO PROBLEMS I am at 300 hours. There is so much discussion about that. You can write 100 posts saying it has been no problem, and there may some ACTUALs post of problems. Not a lot. Does it use more fuel. Maybe a little. But if you work while it regens, it makes little difference. The key to regen is heat. The tractor has to provide enough heat to burn particles.
Good Luck, hope you find a good solution to solve the problem.