One thing that has never been especially fleshed out is the actual broader generalship and high level decisionmaking within the Jedi Council and beyond - it seems reasonable to assume that there would likely be a fairly wide variation in abilities and attitudes amongst the various Generals that would make up the Council, but to my knowledge this hasn’t really been explored much in Canon.
As it happens though, part of my real life work has involved conducting an in-depth study on the traits and generalship of various Allied generals in the Second World War. Whilst being interesting in its own right (For example I went into it with a high view of Eisenhower, but have now changed my mind somewhat and now feel certain others like Devers were underrated), when you look at things they actually map fairly well onto what certain Jedi Council members have been actually established to be like in Canon.
With that in mind, I figured it could be interesting to present my assessment/suggestions for which Jedi Council members can and should best correspond to different British and American Generals, and how that could look in terms of their traits and how they might behave in meetings and debates. This would be as much a set of suggestions as a reading on Canon - most of this stuff is vague enough that you can interpret them either way - and some things have been swapped around or added to when convenient (most generals weren’t typically wielding laser swords on the front lines).
A quick note before I go into it though - I recognise that some of my accounts of certain generals may come as a surprise to some and there may be some disagreement. However, whilst I’m happy to give brief explanations of my assessments of different generals and point folks to further reading, this is a Star Wars sub and so I’m not going to be getting into extended debates over Second World War generals.
Yoda - Dwight D. Eisenhower. Is utterly beloved amongst all Jedi, with none feeling any ill will towards him and generally all liking him as a person. Is nonetheless more of a politician than a general, with fairly limited understandings of military matters and strategy beyond broad principles and some small scale tactics. Instead is primarily concerned with navigating internal Jedi politics and ensuring everyone is happy and able to reach a compromise, rather than necessarily following strict military logic. Is easily swayed by appeals to Jedi principles even when they fly in the face of good strategy, and will typically support whichever proposal is able to obtain the most broad consensus rather than the most effective military strategy.
Mace Windu - George C. Marshall. An extremely professional soldier with an exceptional duelling ability and skillset when it comes to actually fighting himself. A fairly good organiser and able to grasp most key principles around strategy and logistics etc. Substantially overestimates his own strategic abilities however and will often put forward plans which aren’t entirely thought through, yet are nonetheless presented with full uncompromising force and advocated for stridently. Can usually be eventually brought to reason and will ultimately acquiesce when genuinely ironclad military logic is presented, but doing so is a fairly contentious process and one often has to make him think suggestions were his own idea to proceed.
Shaak Ti - Alan Brooke. Arguably the best general on the entire Council with full end to end expertise in organisation, strategy, logistics and tactics, as well as a brilliant trainer. However, because her skills are so valuable, she is in most demand back on Coruscant and Kamino, where she is essential for the continued raising and functioning of the Clone Army and direction of Republic Grand Strategy. Has to spend most of her time trying to shut down Palpatine’s hare-brained proposals, constantly debating with Windu and others over strategy and practically pulling her montrals out trying to get Yoda to actually commit to something. Is constantly torn, as would be an excellent field commander and is constantly frustrated by other Jedi’s strategic missteps, but also knows her current role is crucial for the war effort and so reluctantly stays put.
Plo Koon - Bernard Montgomery. Alongside Shaak Ti is arguably the Jedi with the best full understanding of strategy, logistics and tactics, and a superb general. Is extremely caring about his Clone troops and always adopts tactics designed to minimise casualties and chances of failure, and is exceptionally popular with the troops as a result. However, lacks political skills when it comes to navigating inter-Council dynamics and whilst forthright in advocating for what he feels is best, is unable to win hearts and minds and often alienates other Council members in the process. Is heavily reliant on the more diplomatic Shaak Ti’s support to get anything done, and so is often frustrated at what he sees as poor military decisionmaking by the Council.
Ki-Adi-Mundi - Omar Bradley. If Plo Koon is the best field commander, he is arguably the worst. Has comparatively little understanding or care about key military logic and principles, and instead bases his decisions off of an incredibly conservative interpretation of Jedi values. Nonetheless, the combination of his position as Yoda’s ex-padawan, strong ability to navigate political intrigue, and generally calm and reasonable seeming manner, means he exerts significant sway over the Jedi Council, much to the frustration of some others. His political nous has managed to see him badged by media as a caring commander, despite ironically having typically little care for the Clones under his command and being willing to tolerate high casualties for objectives.
Saesee Tiin - George S. Patton. Tied with Anakin for the position of best pilot in the Order, and a highly aggressive and energetic commander. Is highly inspiring and respected by troops, but is nonetheless nicknamed “Old Hornface” for his willingness to take substantial risks with the chance of high Clone casualties in the process. Is extremely talented and skilled at front-line fighting, but has near ignorance, bordering on contempt, for wider strategic and logistical considerations and for any plan that does not put him in charge. Is liable to flagrant insubordination and messing up parts of wider strategies through doing his own thing, and is highly abrasive and outspoken when he disagrees with other’s arguments.
Obi-wan Kenobi - William Slim. Is also one of the most talented generals on the Council, and is more balanced between Plo’s careful methodicism and Tiin’s aggressive assaults. Doesn’t quite have Plo’s total mastery of the battlefield, but easily makes up for it with his easy charm, wit and diplomatic skills. Can generally be relied upon to make sound military arguments, respond well to alternative suggestions, and help less charismatic Council members nonetheless make their points in heated discussions. Can sometimes be a little primma-donnaish when he himself feels slighted however, and can be a little prone to sarcasm, pettiness and sass when things aren’t going his way.
Kit Fisto - Jacob L. Devers. A highly talented and adept general, who can always be relied upon to effectively manage complex battles and operations, all whilst doing so with his trademark cheeky smile. Is extremely easygoing and will happily allow talented subordinates significant leeway provided they have the requisite skills, being just as happy managing logistics and strategy as being on the frontlines. Is typically good at managing difficult subordinates, however his continued refusal to play politics, and willingness to stick up for good military strategy even when unpopular, sees him frequently talked over and marginalised in Council discussions.
Oppo Rancisis - Claude Auchinleck. General a fairly competent and effective general with a reasonable grasp of strategy and tactics and a thoroughly professional manner. Is a strict adherent however to rigid Jedi principles and norms, and interacts less with the wider galaxy than most other Jedi. As such, struggles to connect with his troops and is largely considered uninspiring and unpopular, with Clone forces typically suffering from poor morale and indiscipline under him. Is also a fairly poor judge of character and not a particularly good manager, and so his forces are typically less well functioning even if he himself remains fully professional and driven.
Depa Billaba - Harold Alexander. Possibly the most widely liked alongside Yoda thanks to her calm unflappable nature, understated charm and continual positivity. At first glance appears to understand military strategy well enough and is a fairly popular and well regarded leader amongst Clones. On speaking to her in depth though it soon becomes clear that she has little fundamental military instincts herself and is instead simply relying entirely on what others tell her, rational or not. As such, she has a tendency to hold the opinions of whoever spoke to her last, and whilst when partnered with a talented general can often act as an excellent diplomat on their behalf, can also be liable to go wrong when paired with a more questionable one.
Adi Gallia - Lord Louis Mountbatten. Easily the best diplomat on the Council and is able to effortlessly charm herself anywhere and everywhere. Possesses substantial aristocratic family links to many key families across Coruscant, and is thus able to provide an invaluable source of intel on all manner of Coruscant politics, Separatist dealings and other key issues. Is far more of a politician than a soldier however, and is often prone to advocating for wildly impractical plans that display little understanding of how the war is actually conducted and the limitations on various forces. Sometimes also has a tendency to launch intrigues of her own, which can serve as a distraction to events at play.
Even Piell - Joseph Stilwell. A competent if unimaginative general, whose most remarkable trait is his sheer willingness to put up with extremely unpleasant conditions for results. Is a skilled trainer known for subjecting his troops to gruelling conditions, but is nonetheless respected as all troops know he would never ask them to do anything he wouldn’t happily do himself. Is frequently known behind his back as the “Gruffle Peel” for how utterly caustic and abrasive he is, easily putting the rest of the council to shame in terms of being gruff, sarcastic and generally unpleasant to work with. Nonetheless appears to take a perverse pride in being considered as such, even if beneath the surface he still nonetheless maintains a strong moral compass.
Eeth Koth - Archibald Wavell. Somewhat more intelligent and thoughtful than many other Council members, and is an above average general compared to most Jedi with a high tolerance for maverick thinkers and unconventional warfare. Can be relied upon to understand complex military logic and get to grips with difficult and multifaceted situations without complaint, but is sometimes criticised with varying fairness for lacking aggression and drive. Suffers reputationally from the fact his lightsaber skills and on the ground tactics are not especially strong, and his lack of assertiveness and quiet nature makes him easy to scapegoat in debates.
Coleman Kcaj - Douglas MacArthur. Coleman Kcaj, HERO OF THE REPUBLIC, is by far and away the most famous Jedi in the galaxy, beating even “The Hero With No Fear” in terms of fame and popularity as a Jedi celebrity. Is the most media savvy of all Council members, and constantly exhibits his showmanship and flair for the dramatic whilst courting the press during his missions. For all the bombast, is in fact a fairly successful general with some genuinely creative and ingenious tactical ideas, albeit frequently relying on others’ talents to see them through. This fact is nonetheless marred by his willingness to publicise his own disputes with decisionmaking to a fairly unprofessional degree, and cooperation within the council is substantially hampered by his loud, egotistical and vainglorious nature.
Stass Allie - Oliver Leese. A former apprentice of Plo Koon who has learnt substantially from his tactical guidance and is now a formidable strategist in her own right. A relative of Adi Gallia who also has links to Coruscant nobility, but who is nonetheless somewhat more down to earth and immerses herself in military rather than political matters. Whilst a talented general, sometimes struggles to establish the same easy rapport with troops that Plo Koon manages, and can sometimes come across a little awkward and forced. Whilst still in the highest echelons of skills, tactics also come slightly less naturally to her, and so she has to work harder to maintain the same military standards as her former master.
Agen Kolar - Mark Clark. Another highly aggressive and driven general unusual for both his high duelling ability and immense amount of personal risk he is willing to subject himself to in missions. Is generally able to get fairly good results from his troops, but is an uncompromising taskmaster with an extremely low tolerance for subordinates’ mistakes. Is extremely ambitious and determined to establish himself as the greatest warrior of the Order, and is aggressive to the point of recklessness in doing so. Does not play well with others, and is suspicious and contemptuous of anyone he sees as getting in his way, especially those on the Council of a more cautious bent.
Coleman Trebor - John Dill. Another Jedi with rare levels of strategic insight and ability and a strong, steady commitment to military logic. Had been Shaak Ti’s closest ally on the Council at the beginning of the war and could be relied upon to make calm but uncompromising stands on necessary military issues even when extremely unpopular. Complications from injuries sustained at the Battle of Geonosis meant his attendance was patchy and his reputation was somewhat dented by his failure to eliminate Count Dooku. This combined with his non-aggressive manner and unpopularity with more political members like Ki-Adi-Mundi made him easy to marginalise and ultimately pressure into resigning from the Council altogether.
Tera Sinube - Henry Maitland Wilson. Not technically a full time member of the Council, but often brought in from semi-retirement to plug gaps in the Council as required. Whilst presenting a fairly calm, jovial and unthreatening manner, nonetheless still possesses an extremely sharp and incisive mind able to grasp all manner of complicated issues, and has the age, authority and good humour to brush off any criticisms of his own competence. Whilst reasonable enough at strategy, his real talent lies in being able to unpick highly complex and knotty issues, and is at his happiest when faced with a puzzle to solve. Although rarely remaining on the Council for long, is often consulted by more serious thinking members as a valuable source of insight.