@MochiTheDoggo; Also going to be bluntly honest here, but that horse is in no condition to be broken in, regardless of his age. If that picture is recent he is still very under weight. Plus he's still got an awful lot of growing to do if he's only two (I agree with Hime in the fact I am skeptical he even IS two. Looks more like a long yearling, but could be due to weight) He WILL need hard feeding in order to get enough calories and good nutrition to return to a healthy weight AND supply all he needs to grow into a mature horse and any hard feed/new feed you add in must be introduced slowly to avoid colic. In regards to your last post, he needs to get back to health BEFORE he 'gets used to a rider on his back'. 'Breaking' him now is probably going to do nothing in the long run. He is underweight and isn't going to have a lot of energy, so he probably won't have a lot of 'fight' (which a well prepared horse shouldn't anyway), but he behaviors will change once he is feeling better and you'll be back a square one. Plus, a two year old is very skeletally and mentally immature and the great majority of them are not ready for ridden work. You say is is very sweet but skittish and to me, that means he is not ready to be broken in. He's missed some handling steps per say. Furthermore, horses will often loosen condition when they are being broken. They often get a little stressed and their energy requirements increase, hence why its very common for them to drop off during this period. So that would be a third strike against him being broken in now.
Also, has he been checked for the presence of wolf teeth? Approximately 70% of horses have them and they do need to be removed before bitting a horse up. These teeth sit just in front of the first molar, pretty much right where the bit sits, so I'm sure you can imagine why they cause issues. They most commonly appear on the upper jaw, but I do believe some horses get them along the lower jaw as well. If these teeth aren't removed and you start riding them, there is the possibly of the teeth fracturing from pressure from the bit, as well as causing general pain and discomfort due to the interference by the bit.
I'm also going to echo the concerns about you getting some lessons in. The more the better. Young green horses are a different kettle of fish compared to your 'bog standard' horse. You have to remember they know literally nothing about being ridden and so the cues can be a little hit and miss for awhile, until they have more miles under their belt. In the beginning they need a lot of guidance and a 'helping hand' so they can become accustom and confident as a ridden horse. You'd have to confident and competent to deal with whatever young horse quirks he happens to have which could potentially include bucking/bolting/rearing, at the moment it would be impossible to say. However, whatever trainer you send him too, hopefully does a good job and it is not that extreme.
My tl;dr is that he needs more weight before being broken and preferably shouldn't be until he is at least a 3 year old. Expect his behavior to change as he gains condition. Get lessons as soon as you can with a good instructor and log some solid hours riding