I would advise against some of what you are doing.
I sourced the Wolff articles in the "anti Iron fist" post you referenced, and so I won't source again, you do seem to understand the concept.
All that needs to be said about arthritis can be easily digested in this article:
National Institute of Arthritis and Musculoskeletal and Skin Diseases
Essentially, if you damage the cartilage, you are at high risk of osteoarthritis (OA). I have severe OA in the left hip and moderate in the right. I'm a lefty. My favorite kick was the side kick; I was quite good at it, I used it a lot in breaking, sparring, demonstration, and warming up.
The hip is a ball-and-socket assembly, and there is cartilage that surrounds both the ball and the interior of the socket.
I lost the cartilage at the base of the ball and rim of the socket, my doctor surmised, because of all the air kicking I did in practicing taekwondo.
What happens is newton's first law (inertia) - "a body in motion tends to remain in motion until a force acts upon it". Well, in my case, the force that acted upon the mass of the leg moving in the direction of a common side kick was the rim of the hip socket. That caused the deterioration of cartilage at that area on both the ball and socket.
I also lost cartilage at the top of the ball and at the back of the socket, my doctor again surmised, because of all of the bag kicking I did:
When you kick a bag via a side kick, newton's 3rd law predominates: "for every action, there is an equal and opposite reaction". When the bag is kicked, 1st law applies, as the bag wants to remain where it is. But also, 3rd law kicks in too: the bag exerts an equal and opposite force upon the foot, which transfers all the way back to the hip. (This could have been mitigated, but wasn't; and the details of how are out of scope for the question). Needless to say, I screwed up my hips pretty badly. As a lefty, my left hip is severely arthritic, and my right is moderately so.
So what I learned is that my injury was caused by the pinching of cartilage in the hips' ball and socket mechanics.
But the hand has no such ball and socket, and your exercises are not pinching any cartilage, except in the case of your fingertip strikes, and that places you at risk.
Ah, but "injury" is a broad term, and herein is where Wolff's law could lead to OA.
As I noted in my answer to the previous question you linked, Wolff works kind of like this: osseous pressures cause microfractures. The body responds by cementing those fractures in order to heal. The cement it uses is calcium. In bone, calcium exists primarily in the form of hydroxyapatite (Ca10 (PO4)6 (OH)2), and bone mineral is almost 40% of the weight of bone. Bone is a dynamic tissue that is constantly undergoing osteoclastic bone resorption and osteoblastic bone formation. You can read about that in more detail here.
Osteoclastic refers to a large multinucleate bone cell which absorbs bone tissue during growth and healing. Bone resorption is the process by which osteoclasts break down the tissue in bone and release minerals resulting in transfer of calcium from bone tissue to blood. Osteoblast is the same, but in the reverse direction.
In other words, there are specific kinds of bone cells which receive or transfer calcium.
Osteoclasts are responsible for aged bone resorption and osteoblasts are responsible for new bone formation. The resorption and formation is in stable at physiological conditions. However, when the balance is disturbed, bone architecture or function will be abnormal.
OK, so what this all means is, under normal conditions osteoclasts and osteoblasts maintain normal bone formation, until this balance is disturbed - as in injury.
All this is stating what Wolff said, although he did not describe it in these terms since he did not have the science we now have today: he merely observed what we today explain.
Back to you:
When you condition, you create these microfractures which disturb this osteoclast and osteoblast imbalance, and bone architecture becomes abnormal. The result is different for each person, due to the available hydroxyapatite in the body and the amount, duration, and repetition of injury to the hand. But several things are possible: if the microfractures occur in the bones of the hand where there is cartilage (see a description of the hand here) OA can result here if the uneven bone formation injures cartilage.
Equipotentially, bone malformation can cause soft tissue (specifically, nerves) to rub against the malformations resulting in painful or numb sensations.
Now, as to your workout, I have several observations.
Nix the bucket of sand. Not that it's dangerous, but you're wasting time. Just hit a punching bag instead because it's more realistic.
Next, nix the fingertip conditioning. There is a myth that fingertips are used to yank spleens out of the gut or disgorge the larynx out of the throat. That's not what the fingertip is for. You would never use this technique in self defense this way due to the damage it could cause you if you don't do it right. (Which is that you're hand would be rendered useless)
For everything the fingertip is purported to be used against, there is always a safer and stronger body part you should be using instead. (You didn't ask, but the fingertip you see in forms is actually a throw, and the manifestation of the fingertip shows the position of the hand in that throw).
If you want to increase hand strength, as for grappling, then carrying heavy clay pots would be perfectly safe and fine - and realistically appropriate.
Next, piss or get off the pot: break the damned brick or put it in your garden to tell the world you weren't strong enough to break it with palm or elbow. But slapping the thing a hundred times is an exercise in futility. Just use the punching bag. (Then you won't have to admit to not being able to break it). You can punch it, slap it, kick it, or whatever fancies your mood that day.
Last. Don't try to condition the back of the hand. You shouldn't be using it to break skulls, and with no conditioning at all, you can certainly use it to smack the nose or solar plexus to a very effective result. If you condition the backhand, I can assure you that Wolff's and Davis' laws will condemn you to painful hand movements. Your typing days would end, and good luck trying to impress with Mozart's K545 Piano Sonata 16 1st Movement.
