Despite his physical shortcomings, Hiccup does his best to succeed as a Viking. He is smart and is constantly creating inventions for various uses throughout the film, including a bola sling, a prosthetic tail, a saddle, and a riding vest. At first, however, Hiccup is almost obsessed with proving himself to the rest of his tribe; he often doesn't think things through and is more determined to gain the recognition of his peers than he is heedful of others' orders, often causing problems for the rest of the tribe, and himself. Hiccup also shows great aptitude at being a leader and strategist: he leads his dragon training class into battle, using his friends' strengths wisely in the battle against the Red Death. Hiccup also has very good observational skills which come in handy during his time with Toothless and during dragon training. For example, he is able to hypothesize that dragons have a natural disdain for eel when his own dragon companion refuses to eat one himself, and uses this to successfully drive back a Hideous Zippleback later.
Among the other teenage Vikings, Hiccup first comes off as awkward, mainly because he is a poor fighter, and rather scrawny for a Viking. As he becomes more adept at fighting dragons, however, they start paying more attention to him, some even starting to try to talk to him first. Despite this, Hiccup remains shy and secretive, preferring to be alone with Toothless, likely because he is unused to all the positive attention. He also tends to be sarcastic with a dry sense of humor that can sometimes put him at odds with the other Vikings in his tribe.
One extremely notable character trait Hiccup possesses is a deep sense of compassion. Because of this he spares Toothless, and in so doing he changes the world of How to Train your Dragon forever. He was extremely uncomfortable with the thought of having to kill a dragon in the arena later in the film. Hiccup carries this quality into the television series. He shows great sympathy to Snotlout at the end of the Thawfest games, giving up his own glory and fame for the sake of his friend. He will almost never allow Toothless to use his full power against foes. He begs Toothless to spare a Whispering death that had nearly killed both of them just moments earlier. The peak of Hiccup's sympathy is displayed in his releasing Mildew, the very man who had betrayed him, from an Outcast cell. Upon seeing the Outcasts take Mildew's one beloved possession, his sheep, Hiccup clearly displays pity for the old man. Unfortunately Hiccup is occasionally naive in his sympathy, for Mildew would soon betray him yet again. Still his kindheartedness has resulted in many a victory and accomplished the training of the most deadly dragon on the planet. The one character Hiccup seems to be willing to attack and even kill is Alvin. Originally he was more interested in avoiding him, but as Alvin's plots hit closer and closer to everything Hiccup cares and hopes about, Hiccup seems to harden in a difficult resolution. He has been seen ordering Toothless to kill Alvin when Alvin was threatening to toss Astrid off of a cliff. In the finale, Hiccup and Toothless both even charged Alvin in an attempt to kill him after he had captured, threatened, and deeply insulted both of them. They failed in this attempt, but with Alvin being one of the few people Hiccup is willing to let Toothless kill, Alvin may want to watch his step.Tutorials:Commission by *xMidnightStar.