Like you said, this is a BIG question and it would require experts from a number of different periods to speak on their particular areas of expertise. However, the one thing that can be said off that bat is that while the English certainly have an impressive record of military victories, we should absolutely not read this as some innately superior ability to wage war compared to other nations. Even if their contemporaries explained English military success by making claims about innate national character, we should be sure to avoid this.

That being said, I can only speak to one part of this question, the period of the Hundred Years War. In this period England underwent a rather dramatic military reversal, emerging from a period of relative obscurity in which they were considered to be something of military backwater to become a medieval military powerhouse. Some historians have begun to refer to this transformation as “the Edwardian Military Revolution” and point to a number of radical changes in the structure and nature of English armies in this period. There is an excellent quote by the Italian luminary Petrarch that sums it up well. The two most relevant sections are as follows

“They (the English) were taken to be the meekest of the barbarians ... inferior to the wretched Scots”

“they (the English) are a fiercely bellicose nation [who] have overturned the ancient military glory of the French by victories so numerous”

A great deal of ink has been spilt trying to determine what exactly lead to this radical shift in English military fortunes during this period. The old answer is the Longbow, which previous generations of historians have built up into a kind of super weapon. Various trite monikers have been attached to the weapon over the years, most famously “the medieval machine gun”. However, as Matthew Bennet points out, these historians were often interested in creating a narrative of “English firepower superiority through the ages”, comparing the longbow to the fast firing English naval gunners and line infantry of the napoleonic period. Some of these historians would likely cite a combination of “firepower” and the good ole fashioned English stiff upper lip as the answer to your broader question. While few historians will argue that the longbow (and more specifically longbow archers) wasn’t an important factor, it is no longer seen as the primary catalyst for England’s changing military fortunes. Instead historians are increasingly looking at new military and social trends in English society that were beginning to emerge in this period. In particular a lot of attention has been given to the development and implementation of a cohesive set of tactical and strategic principles within English armies and the emergence of paid, contracted, careerist armies and their militarizing affects on English society as a whole.

To speak to the first of these factors, during this period English armies began to experiment with new tactical systems. The English relied on massed mounted raids aimed at devastating the enemy terrain and provoking their enemies to meet them in pitched battle. However, in battle English armies would adopt a defensive posture, taking a strong (often fortified) position and waiting for their opponents to attack them.

In order to facilitate this kind of warfare English armies began to fight almost invariably on foot. In addition, they came to rely on the close cooperation of archers and men-at-arms, working together in close order formations. Matthew Bennett has compared this standard English battlefield formation to much later “pike and shot” formations which became common in the 17th century. This early “combined arms” warfare proved superbly effective on the battlefield and helped facilitate almost all of the major English victories of the period. in the 15th century other nations began to experiment with adopting similar systems based around this English tactical model, with mixed success.

This became the standard English way of waging war in every operational theater, and was used by almost every English field army. This speaks to the growth of a clearly defined tactical doctrine within the English military community and the emergence of a distinctly English way of waging war. It wasn’t just royal armies fighting this way, but all armies wether they were lead by the king, or some other captain and wether they were fighting in France, Spain, or Scotland. There was an obvious effort to utilizes these new tactics on a large scale. The same basic tactical combination would remain the English standard until well into the early modern period.

In addition to changes in tactics, English armies in this period had undergone a rather radical transformation in the underlying structures that supported them. Beginning at the end of the 13th century, and in the face of ever increasing military demands, the English kings abandoned traditional “feudal” means of raising armies. They increasingly, gratuitous military service based on feudal tenure with paid military service. As the 14th century progressed paid military service became increasingly standardized and based on more and more formalized contractual relationships. By the time of Crecy and Poitiers, English armies had evolved to become fully paid, contract armies. Military service was no longer based on feudal relationships or land tenure, but rather in service for set wages and a standardized package of benefits as laid out in formal contracts (the famous contracts of indenture). This trend would increase through the second half of the 14th century and into the 15th century. This new type of military service dramatically redefined the military relationship between the Crown and the great magnates of the realm, subjecting them and their retinues more firmly to royal authority. As such English armies could be kept in the field for longer, be raised more reliably and be subjected to more direct discipline then could armies raised according to more traditional, feudal precedents. In short, The king could expect a higher level of commitment and loyalty from an army he was paying then an army serving under old fashioned feudal tenures.

Paid, contracted service also help to facilitate repeat military service and open up regular military activity to new segments of the population by reducing the financial burden associated with serving under arms. As a result, English armies would begin to develop an increasingly “careerist” character. That is to say that English fighting men were increasingly making a career out of military service, typified by repeat bouts of episodic service. English armies often had a strong core of experienced, veteran soldiers that had seen service on multiple occasions, increasingly obvious as you climbed the ranks. Naturally these veterans would provide an important stabilizing influence to English armies which assisted in the adoption and continued implementation of the English tactical system discussed earlier. Likewise, England’s relative abundance of capable military commanders was invaluable for their continued success on the battlefield.

There are many other reasons that might be discussed here, but if I had to reduce the success of English arms in the 14th and 15th century to two simple causes it would be the adoption of cohesive, near universal tactical doctrines and the growth of paid, contract armies and the development of a Proto-professional, careerist military community it engendered.

I hope that helps!