- 156 - Pacific War Podcast - Battle of Ormoc Bay - November 11 - 18 - , 1944

Last time we spoke about the advance to Ormoc Valley. As October 1944 unfolded in the Leyte campaign, American forces steadily pushed Japanese troops inland. Despite fierce resistance, they captured key positions, like Dagami, Catmon Hill, and multiple airstrips. While the Japanese reinforced areas like Ormoc, American regiments advanced through challenging conditions, relying on artillery amid minimal air support due to weather and resource constraints. By month's end, American forces had inflicted heavy casualties on the Japanese, securing vital beachheads and pushing closer to full control of Leyte. After suffering losses at Leyte Gulf, the 7th Fleet withdrew, leaving Kenney’s P-38s to defend Tacloban airfields amid Japanese air raids. As kamikaze attacks grew, USS Franklin sustained heavy casualties, while the Americans pressed forward, capturing Carigara on Leyte. Meanwhile, Australian forces began reclaiming New Britain, pushing Japanese forces back through guerilla warfare. Facing tough jungle conditions, Australian and native troops gradually secured strategic positions by December, reinforcing the Allied grip in the Pacific.

This episode is the Battle of Ormoc Bay

Welcome to the Pacific War Podcast Week by Week, I am your dutiful host Craig Watson. But, before we start I want to also remind you this podcast is only made possible through the efforts of Kings and Generals over at Youtube. Perhaps you want to learn more about world war two? Kings and Generals have an assortment of episodes on world war two and much more  so go give them a look over on Youtube. So please subscribe to Kings and Generals over at Youtube and to continue helping us produce this content please check out www.patreon.com/kingsandgenerals. If you are still hungry for some more history related content, over on my channel, the Pacific War Channel you can find a few videos all the way from the Opium Wars of the 1800’s until the end of the Pacific War in 1945. 

As we have seen over the past few weeks, the Battle of Leyte Gulf saw Generals MacArthur's forces land and successfully defeat the 16th Division of Leyte Island as well as seized Carigara and Pinamopoan over the northern coast. The 24th Division also engaged the enemy’s reinforcements, centred around the elite 1st Division during the battle for the northern entrance into the Ormoc Valley. Meanwhile Admiral Okawachi and General Yamashita aimed to bring more reinforcements to Leyte which would lead to another air-naval battle.

The previous week, Colonel Verbeck’s 21st Regiment was engaged in a mission to capture Breakneck Ridge, fiercely defended by Colonel Miyauchi’s 57th Regiment. Simultaneously, General Kataoka mobilized his remaining two regiments to initiate a broad, four-pronged assault on the Pinamopoan perimeter. However, the rugged terrain slowed their movement toward assembly areas. On the morning of November 8 a typhoon, moving in from the west, swept over the entire island of Leyte. Jan Valtin, a member of the 24th Division, graphically describes it: "From the angry immensity of the heavens floods raced in almost horizontal sheets. Palms bent low under the storm, their fronds flattened like streamers of wet silk. Trees crashed to earth. In the expanse of… [cogon] grass the howling of the wind was like a thousand-fold plaint of the unburied dead. The trickle of supplies was at a standstill. On Carigara Bay the obscured headlands moaned under the onslaught of the… seas. Planes were grounded and ships became haunted things looking for refuge. Massed artillery… barrages to the summit of Breakneck Ridge sounded dim and hollow in the tempest. Trails were obliterated by the rain. The sky was black." In the midst of the storm, the 21st’s infantry attacked.

As the typhoon swept across the island, Verbeck’s forces launched a three-pronged assault on Breakneck Ridge and Hill 1525, facing staunch resistance from Miyauchi’s defenders but making considerable progress toward Hill 1525. Notably, plans for General Suzuki’s offensive were found on a deceased Japanese officer, enabling General Krueger to redeploy his forces effectively. On 10 November General Mudge sent elements of the 1st Cavalry Division to patrol the area of the mountains of central Leyte extensively. From 5 November through 2 December, elements of the 1st Cavalry Division extensively patrolled the central mountain area and had many encounters with small forces of the enemy. At all times the supply situation was precarious. The 12th Cavalry established high in the foothills, at the entrance to the passes through the mountains, a supply base that was also a native camp, a hospital, and a rest camp. About 300 Filipino carriers were kept here under the protection of the guerrillas. The carriers had been hired for six days at a time and were not allowed to leave without a pass from their Filipino leader. This precaution was necessary, since the ration-carrying assignment was extremely arduous. The cavalrymen would frequently skirmish with the 41st Regiment and the 169th and 171st Independent Battalions during this period. Brigadier-General Julian Cunningham’s 112th Cavalry Regiment, expected by November 14, was tasked with relieving General Mudge’s 1st Cavalry Division in the Carigara-Barugo area to enable a southwest advance from the central mountains and ease pressure on General Irving’s 24th Division. 

General Bradley’s 96th Division was directed to capture the high ground between Jaro and Dagami, with the 382nd Regiment remaining at Dagami to inflict significant losses on the 16th Division while securing Bloody Ridge. By November 4, the 382nd Regiment had made some progress into Bloody Ridge. The night of 4-5 November was not quiet. The Japanese delivered harassing fire on the 1st Battalion, and at 2205 elements of the 16th Division launched a heavy assault against the perimeter of the 2d Battalion. An artillery concentration immediately stopped the attack, and the Japanese fled, leaving 254 dead and wounded behind them. The following morning, after the artillery had fired a preparation in front of the 1st and 2d Battalions, the two battalions renewed the attack at 0900 and two companies from the 3d Battalion protected the regimental left (south) flank. The battalions advanced about 1,000 yards before they encountered any strong resistance. The defenses of the 16th Division consisted of a great many concrete emplacements, concealed spider holes, and connecting trenches. By nightfall, at 1700, the two battalions, assisted by the tanks from Company A, 763d Tank Battalion, successfully reduced the enemy to their front and captured the ridge. Each battalion formed its own perimeter and made plans to renew the attack on 6 November. At 0830 the 1st Battalion, with light tanks in support, moved out in the attack westward against a strong enemy force that was well entrenched in foxholes and pillboxes. Each of these defensive positions had to be reduced before the advance could continue. At 1300 the 2d Battalion moved to the high ground on the right flank of the 1st. The 1st Battalion encountered a strong concrete enemy pillbox which was believed to be a command post, since there were no firing apertures. As grenades had no effect it became necessary finally to neutralize the pillbox by pouring gasoline down the ventilation pipes and setting it afire. Two officers and nineteen enlisted men of the enemy were killed in the pillbox. The Japanese continued to fight tenaciously. There was no withdrawal, but by the end of the day only isolated pockets of enemy resistance remained. The Japanese 16th Division was taking a bad beating. Its supply of provisions had run out. All the battalion commanders, most of the company commanders, and half the artillery battalion and battery commanders had been killed. On the night of 6 November the 16th Division contracted its battle lines and on the following day took up a new position in the Dagami area. The new position ranged from a hill about four and a half miles northwest of Dagami to a point about three and three-fourths miles northwest of Burauen. On 7 November all three battalions of the 382d Infantry engaged the enemy and maintained constant pressure against his positions. The 1st and 3d Battalions advanced west, while the 2d Battalion drove north and west. The 3d Battalion encountered -the more determined resistance. Advancing, preceded by tanks, it met heavy enemy machine gun and rifle fire. A large enemy force assaulted the troops at close quarters and tried to destroy the tanks, but when the 382d Infantry introduced flamethrowers and supporting machine guns, the attackers fell back in disorder. The regiment overran the Japanese defensive positions and killed an estimated 474 of the enemy. Company E of the 2d Battalion had remained in the Patok area, engaged in patrolling and wiping out isolated pockets of enemy resistance. On 8 November strong patrols from the 1st and 2d Battalions probed west into the hills. They encountered the left flank of the enemy supporting position at a point about 2,600 yards west of Patok. A very heavy rainfall on the night of 8-9 November made an assault against the position impossible on 9 November. After all-night artillery fire, the 1st and 3d Battalions moved out at 0900 on 10 November. They met no resistance, but progress was slow because of the swamps. By 1225 the two battalions, supported by a platoon of light tanks, occupied the ridge formerly held by elements of the 16th Division. The 1st Battalion had advanced 2,500 yards. The 382d Infantry had destroyed all organized enemy resistance in its sector and removed the threat to Dagami. 

Meanwhile, General Arnold’s 7th Division stationed at the Burauen-Abuyog area began sending patrols from Baybay toward Ormoc to prepare for a larger advance, while the 2nd Battalion, 32nd Regiment moved to Baybay, successfully ambushing the Japanese unit advancing to Abuyog. Concurrently, Okawachi sent his fourth convoy from Manila, consisting of three transports, four frigates, and six destroyers under Admiral Kimura. This convoy carried the bulk of General Yamagata’s 26th Division and approximately 3,500 tons of supplies, followed by another echelon of three transports with the remainder of the 1st Division.

The echelon reached Ormoc the next day, unloaded successfully, and departed without issue. However, the main convoy encountered air attacks as it approached Ormoc Bay, beginning its debarkation by nightfall. On 10 November the 38th Bomb Group, based on Morotai, sent 32 B-25 Mitchells escorted by 37 P-47 Thunderbolts to attack TA-4 near Ponson Island. Reaching the convoy just before noon, the B-25s attacked at minimum altitude in pairs, sinking the two largest transports, Takatsu Maru and Kashii Maru, disabling a third, and sinking two of the patrol craft escorts at a cost of seven bombers, for which the group was awarded the Distinguished Unit Citation.

Although Yamagata’s troops were finally ashore by November 10, most of the supplies couldn't be unloaded due to ongoing enemy air attacks. Shortly after leaving Ormoc, American planes intercepted the convoy, destroying two transports and one frigate, while further damaging another frigate and a destroyer. Meanwhile, Okawachi dispatched a third convoy, consisting of five transports, a submarine chaser, and five destroyers under Rear Admiral Hayakawa Mikio, transporting special troops and heavy equipment of the 26th Division. When one transport ran aground on Luzon’s Bondoc Peninsula, Kimura sent two frigates and three destroyers to transfer its cargo to Ormoc. As a result, Hayakawa’s convoy arrived at Ormoc Bay on November 11 and began unloading. However, ULTRA intercepts had detected the enemy convoy departing Manila, prompting Admiral Halsey to redeploy Task Force 38 under Admiral McCain. While under repair at Manila on 29 October, Nachi and Kumano were attacked by aircraft from USN Task Force 38. Nachi was hit by a single bomb to her aircraft deck, and this, as well as strafing attacks, killed 53 crewmen and further delayed repairs. On 5 November, again in Manila Bay, Nachi was attacked by three waves of U.S. planes from the aircraft carriers USS Lexington and Ticonderoga. She escaped the first wave undamaged, but was hit by five bombs and two or three torpedoes in the second wave while attempting to get underway. During the third wave, Nachi was hit by five torpedoes in her port side, which severed her bow and stern, and by an additional 20 bombs and 16 rockets. Nachi's flag commander, Vice Admiral Kiyohide Shima, was ashore for a conference at the time of the attack, but arrived at dockside in time to see his flagship blown apart. The central portion of the vessel sank in 102 feet (31 m) of water about 12 nautical miles (22 km) northeast of Corregidor. McCain launched an attack on Kimura’s convoy. Just as unloading began, 347 planes struck, sinking all four transports and four destroyers, including the flagship Shimakaze, on which Hayakawa lost his life. This costly reinforcement operation thus ended in partial failure, with most equipment lost and over 1,500 casualties. Nevertheless, elements of the 1st Division moved immediately toward the Limon area, while Yamagata’s units, though short on weaponry, were ordered to assemble at Dolores to prepare for joining the Imahori Detachment at Daro.

At the same time, noticing the rapid advance of the enemy into the Carigara area, Yamashita concluded that Suzuki’s proposed offensive toward Tacloban was destined for failure. He ordered the main force of the 35th Army to join the 16th Division in the advantageous mountainous positions of the Burauen-Dagami area to regain control of the recently captured airstrips, thereby limiting operations in the Carigara area to a holding action. Concurrently, as this adjustment to the tactical plan was made, Yamashita communicated his growing belief that the overall situation offered little hope for victory on Leyte and unsuccessfully tried to persuade General Terauchi to shift the decisive battle to Luzon. As a result of Terauchi’s decision, the 68th Brigade was still to be sent to Leyte; the 23rd Division was scheduled to go to Manila in mid-November before returning to Leyte; and the 10th and 19th Divisions were planned for movement to the island by the end of the year. With the plans finalized for continuing the decisive battle on Leyte, Terauchi’s headquarters departed Manila for Saigon on November 17. Back on Leyte, on November 9, the weary, mud-stained troops of the 21st Regiment launched another attack, with the 3rd Battalion assaulting the center of Breakneck Ridge and the 2nd Battalion targeting OP Hill, though they made only minor gains. Additionally, Verbeck’s 1st Battalion attacked Limon but was repelled by heavy enemy fire, and fresh Japanese troops subsequently counterattacked the Hill 1525 position, forcing the Americans to retreat. Finally, Colonel Chapman’s 2nd Battalion reached the western slopes of Hill 1525 in the afternoon, but it was too late for them to take part in the battle.

On November 10, Verbeck continued his assault, successfully capturing OP Hill and making significant headway in the area. At the same time, Chapman’s 2nd Battalion began advancing westward to establish a roadblock on Highway 2, approximately 2000 yards south of Limon. Meanwhile, Lieutenant Colonel Thomas Clifford’s 1st Battalion of the 34th Regiment landed on the western shore of Carigara Bay and initiated a wide envelopment around the western flank of the 57th Regiment to secure the high ground known as Kilay Ridge. Additionally, Mudge’s cavalrymen pressed forward toward Mount Minoro. On this day, Yamashita’s adjustments to the tactical plan finally reached Suzuki’s headquarters. As a result, Suzuki abandoned his initial strategy and directed Yamagata to move his troops quickly to Albuera to prepare for an offensive eastward, dubbed Operation Wa. To replace the 26th Division in upcoming operations on the Jaro front, Suzuki decided to deploy the 30th Division, which had not yet departed Mindanao, instructing them to land at Ipil and prepare to support the Imahori Detachment, already skirmishing with Bradley’s patrols.

On November 11, following a heavy artillery barrage, Verbeck resumed his assault, although the 2nd Battalion quickly found itself pinned down, while the 1st Battalion successfully secured a ridge 300 yards southwest of OP Hill. The next morning, the 1st and 3rd Battalions advanced against the crest of Breakneck Ridge, successfully capturing the objective before being halted by Japanese artillery fire. At the same time, Chapman’s 2nd Battalion reached Highway 2, and Clifford’s 1st Battalion, supported by elements of the guerrilla 96th Regiment, arrived in the Cabiranan area. By November 13, Verbeck’s 1st and 2nd Battalions advanced 600 and 400 yards, respectively, without encountering opposition.

Breakneck Ridge was secured, although the Japanese maintained control over several nearby spurs, particularly Corkscrew Ridge. Nonetheless, the 21st Regiment reported approximately 1,779 Japanese soldiers killed, suffering 630 casualties in the process. Additionally, Clifford’s 1st Battalion successfully reached Kilay Ridge undetected and quickly established defensive positions. At 0855 on 13 November a column of Filipino men, women, and children entered the perimeter and brought approximately thirty-five boxes of rations from Consuegra. The battalion left the area at 0930 and reached the ridge without opposition. Trenches and prepared gun positions without a man in them honeycombed the ridge from one end to the other. It was evident that elements of the 1st Division had intended to occupy the area in the latter stages of the battle for Limon. On 14 November Colonel Clifford ordered his battalion to entrench itself along the ridge in positions that would afford the best tactical advantage. The battalion established strong points and observation posts on the knolls, placed blocks on the trails leading through the area, and sent out reconnaissance patrols to locate enemy positions. Colonel Clifford made arrangements to utilize the Filipinos as carriers. These men were to use a trail on the north end of the ridge and bring supplies to the battalion from a supply dump at Consuegra. The first human pack train arrived in the area at 1010 with twenty-eight cases of rations and a supply of batteries for the radios. At 1125 enemy artillery shelled the southern end of the ridge and twenty minutes later shifted its fire to the Limon area. The battalion did not succeed in establishing physical contact with the 2d Battalion, 19th Infantry, which was operating east of the road, but it was able to make radio contact. Throughout the day, patrols of the battalion were active in searching out enemy positions.

Meanwhile the 112th Cavalry was landed at Carigara and attached to the 1st Cavalry Division to strengthen the assault on the central Leyte mountains. Meanwhile, the reserve 32nd Division, led by Major-General William Gill, was also dispatched to the island to relieve the fatigued 24th Division. This newly arrived division was assigned the mission of capturing Limon and advancing down the Ormoc Valley toward Ormoc. On the Japanese side, after receiving the rest of his division, Kataoka chose to move the 1st Regiment to the left flank to assist the 57th, which had also been bolstered by two fresh battalions. This combined force aimed to launch an attack along the main road toward Pinamopoan while the 49th Regiment and the 171st Independent Battalion sought to envelop the enemy's left flank toward Colasian. By mid-November, the headquarters of the 102nd Division and most of the 364th Independent Battalion had also arrived in Ormoc, with Lieutenant-General Fukei Shinpei taking command of the 41st Regiment and his other battalions on the island as they advanced toward Mount Pina. Furthermore, despite significant losses to enemy aircraft, five air regiments had reinforced the 4th Air Army, enabling General Tominaga to make the 4th Air Division fully operational, a unit that had previously focused solely on base activities and anti-submarine patrols.

The replenishment of naval air strength was progressing well, with replacement aircraft for the 1st Combined Base Air Force outnumbering losses by 26% in November. On November 15, the Combined Fleet opted to cease training carrier air groups and instead focus on expanding the base air forces. The 3rd Air Fleet, stationed in the homeland, was tasked with training replacement units for deployment to the Philippines. Due to the successful reinforcement of Japanese air forces in the Philippines and General Kenney’s ongoing inability to provide close air support, Halsey once again directed Task Force 38 to attack enemy airbases on Luzon. On November 13 and 14, McCain’s carriers conducted several strikes against Japanese airfields in Luzon, resulting in a significant decrease in enemy air operations over Leyte.

On 13 November 1944, on the threat of American carrier strikes on Luzon, Kiso was ordered to return to Brunei that evening carrying Vice Admiral Kiyohide Shima. Before she could leave for Brunei, she was attacked on 13 November while underway in Manila Bay by more than 350 carrier planes of Task Force 38's carrier task groups 38.1's Hornet, Monterey and Cowpens, TG 38.3's Essex, Ticonderoga and Langley and TG 38.4's Enterprise and San Jacinto. Three bombs hit Kiso to starboard - one in the bow, one near her boiler rooms and one near her aft gun mounts. Kiso sank in shallow water 13 kilometres (7.0 nmi; 8.1 mi) west of Cavite. Captain Ryonosuke Imamura and 103 of her crew survived, but 175 crewmen went down with the ship. Akebono, while alongside destroyer Akishimo at Cavite pier near Manila, was attacked in a USAAF air raid. A direct bomb hit set both ships ablaze, and the following day a large explosion on Akishimo blew a hole in Akebono, which sank upright in shallow water, with 48 crewmen killed and 43 wounded. After returning to Manila, Hatsuharu was caught in an air raid in Manila Bay. A series of near misses buckled plates and set fires, causing the ship to sink in shallow water. The attack killed 12 crewmen and injured 60 more, but 218 survived. Several other vessels were also sunk.

Meanwhile, on November 14, the Hi-81 convoy, comprising the escort carriers Shinyo and Akitsu Maru, destroyer Kashi, seaplane tender Kiyokawa Maru, submarine chaser No. 156, seven escort ships, five oilers, and three transports, left Imari Bay under Rear-Admiral Sato Tsutomu. The convoy carried most of Lieutenant-General Nishiyama Fukutaro’s 23rd Division and headed into the Yellow Sea, wary of enemy submarines. After stopping for the night in Ukishima Channel near the Gotō Islands, Sato’s convoy resumed its journey on November 15 but was soon ambushed by two submarine wolfpacks. Commander Charles Loughlin’s submarines were the first to strike, successfully hitting the Akitsu Maru with two torpedoes, which later sank, resulting in the loss of 2,046 lives, including most of the 64th Regiment.

After the attack, Sato withdrew to Strange Island, located off the coast of Korea, to take refuge for the day. On the morning of November 17, the convoy resumed its journey but was soon detected by a B-29 Superfortress as it made its way toward the Shushan Islands. By late afternoon, Commander Gordon Underwood's submarines launched an assault on the Japanese ships, successfully striking the transport vessel Mayasan Maru, which sank quickly, resulting in the loss of 3,437 men, including most of the 72nd Regiment. Almost twelve hours later 200 kilometers off Saishu Island, Spadefish surfaced and attacked the Shinyo with six torpedoes. Four struck the carrier on the starboard at 11:03 pm, and it caught fire. At least 1,130 Japanese sailors went down with their ship; only about seventy survived, including Ishii. Kashi immediately dropped several depth charges where the Spadefish was thought to be. An oil slick and other debris eventually made the Japanese believe they had sunk Spadefish so the Kashi broke off the engagement, but Spadefish had escaped apparently without serious damage. Only minor cracks were reported to have appeared on the submarine after the alleged "sinking" by Kashi. Underwood's final strike was against the submarine chaser No. 156, which sustained three torpedo hits and sank rapidly. Following some rescue efforts, Sato continued his advance on November 21, eventually arriving in Kaohsiung five days later. Half of the convoy then proceeded to San Fernando, where the remaining members of the 23rd Division disembarked on December 2. 

Yet thats it for today for the Philippines as we now need to shift over to Morotai.With Japanese reinforcements pushed back into the interior of the secured island, General Persons directed the 31st Division to capture several islands off New Guinea that served as observation points for Japanese outposts monitoring Allied movements. On November 15, the 2nd Battalion of the 167th Regiment landed on Pegun Island, followed by a successful attack on Bras Island the next day. By November 18, with the Mapia Islands secured, Company F of the 124th Regiment was sent to occupy the unguarded Asia Islands on November 19.

In the Aitape region, Major-General Jack Stevens' 6th Australian Division was assigned to relieve American forces, similar to the Australian efforts on New Britain and Bougainville, in order to free up troops for the Philippines Campaign. By late October, a base had been successfully set up, allowing the 19th Brigade to arrive by mid-November, with the 17th Brigade scheduled for early December, and the 16th by year-end. Under General Blamey's orders, the new Australian garrisons were to adopt a more active approach than the American units had, so Stevens planned not only to secure the airfield and radar installations in the Aitape-Tadji area, but also to carry out extensive patrols in support of intelligence and guerrilla operations aimed at weakening the enemy in Wewak. 

One of General Stevens’ tasks was to give maximum help to AIB. and Angau units in the area in their tasks of gaining Intelligence, establishing patrol bases and protecting the native population. These AIB. and Angau units had been active in the Sepik-Aitape triangle since the time of the landing of American forces at Aitape in April 1944, and the 6th Division came into an area where, from the outset, practically all the deep patrolling had been done by groups of Australians. In the Aitape area, prior to the arrival of the Division (said the report of the 6th Division), Angau long-range patrols operated without troop support and, for their own protection, inaugurated a type of guerilla warfare. Selected village natives called "sentries" were taught to use grenades and Japanese rifles. The sentries, besides furnishing Intelligence, accounted for large numbers of enemy. This system was continued. As each area was freed the sentries were rewarded and returned to their villages.

By early November, the 2/10th Commando Squadron had established a patrol base at Babiang, conducting numerous patrols throughout the month. Intelligence gathered suggested the Japanese forces were weakened, poorly nourished, and mainly focused on sourcing food. In response, Stevens planned two significant December operations: to sever the enemy’s communication line along the Malin-Walum-Womisis-Amam axis and to neutralize enemy positions east of the Danmap River. By November 25, the seasoned 2/7th Commando Squadron had arrived at Babiang, and by month-end, the 19th Brigade took over the area. The commandos then advanced southward, setting up a base at Tong on December 4 and establishing an outpost at Kumbum three days later.

Now to finish this week's episode let's explore the B-29 Superfortress operations during this time. After the Formosa Air Battle and the Omura raid on October 25, General LeMay’s 20th Bomber Command conducted four missions in November. Three of these supported Southeast Asia operations as part of “PAC-AID,” while the fourth targeted the Omura Aircraft Factory, a key focus for the command. On November 3, 44 B-29s from India effectively bombed the Malegon Railway Yards at Rangoon. Two days later, 53 bombers hit Singapore’s King George VI Graving Dock, the largest of several dry docks at Singapore and one of the world’s best. The first of 53 Superforts attacking was over target at 0644, and the bombardier, Lt. Frank McKinney, put a I,ooo-pound bomb into the target within 50 feet of the aiming point, the caisson gate; Lt. Bolish McIntyre, 2 planes back, laid another alongside. This was the sort of pickle-barrel bombing the Air Corps had talked about before the war. Strike photos showed a rush of water into the dock, presumptive evidence that the gate had been strained, and subsequent reconnaissance photos indicated that the dock was out of use (A-2’s estimate of three months of unserviceability was to prove quite accurate). There were other hits on the dock, on a 465-foot freighter in it, and on adjacent shops. For “baksheesh,” as the boys had learned to say in India, seven B-29’s bombed the secondary target, Pangkalanbrandan refinery in Sumatra, and reported direct hits on the cracking plant. The Japanese, evidently relying on the inaccessibility of Singapore, put up a feeble defense, but the long trip took a toll of two planes and twelve crewmen, including Col. Ted L. Faulkner, commander of the 468th Group. On November 11, 96 B-29s launched from China to strike Omura under difficult weather; only 29 reached the aircraft factory unsuccessfully, while 24 more bombed Nanking with limited results. The month’s final mission on November 27 saw 55 B-29s severely damage the Bang Soe marshaling yards in Bangkok.

Meanwhile, in the Marianas, General Hansell’s 21st Bomber Command prepared for strikes on the Japanese Home Islands. In order to properly plan missions to Japan, up-to-date reconnaissance photos of the proposed targets were needed. Other than information which was used during the Doolittle Raid in 1942, there was scant information about the locations of Japanese industry, especially the aircraft industry. On November 1, two days after arriving on Saipan, a 3rd Photographic Reconnaissance Squadron F-13A Superfortress (photo reconnaissance-configured B-29) took off bound for Tokyo. The aircraft flew over Tokyo at 32000 feet for 35 minutes taking picture after picture. A few fighters made it up to the camera plane's altitude but did not attack. These photos, along with other intelligence, gave the 21st Bomber Command the locations of the Japanese aircraft manufacturing plants and enabled mission planners to plan missions for the combat crews to attack. In honor of his mission, the aircraft was named "Tokyo Rose". In response, about ten G4Ms launched from Iwo Jima attacked Isley Field on Saipan the next day, scoring five bomb hits but losing three bombers. Hansell responded with a practice strike on Iwo Jima on November 5, though results were again limited.

On November 7, the Japanese launched a follow-up attack, but it again resulted in minimal damage and cost them three bombers. A retaliatory strike by 17 B-29s the next day also fell short: one squadron had to jettison its bombs into the ocean, while another dropped its load through a gap in the undercast. Between Japanese attacks, American aircrew inexperience, delays in constructing airfields in the Marianas, and the slow movement of B-29s to Saipan, the 21st Bomber Command was behind schedule in its planned offensive against Japan. By November 15, only half of the 73rd Bombardment Wing’s authorized 180 B-29s had arrived, but by November 22, around 118 bombers were finally in place. At this point, General Arnold ordered Hansell to begin Operation San Antonio I, marking the first strike against Tokyo. The chosen target was Nakajima’s Musashi Aircraft Engine Plant, which supplied 27% of Japan's combat aircraft engines. On November 24, 111 B-29s took off for Japan, collectively carrying 277.5 tons of bombs. However, 17 bombers aborted mid-flight, and six others couldn’t bomb due to mechanical issues. For the first time, the B-29s encountered the Jet stream, which was a high-speed wind coming out of the west at speeds as high as 200 mph at precisely the altitudes at which the bombers were operating. This caused the bomber formations to be disrupted and made accurate bombing impossible. As a result, only 24 B-29s bombed the Musashi plant, while 64 hit nearby dock and urban areas instead. The Japanese fighter response was less intense than expected, with the Americans claiming to have downed seven fighters, likely destroyed 18 more, and damaged nine, losing just one bomber in return. Another B-29 was lost on the return trip after running out of fuel and ditching.

Despite disappointing bombing results in the mission—only 48 bombs struck the factory area, causing damage to just 1% of the building area and 2.4% of the machinery, with 57 killed and 75 injured—the raid exposed the weaknesses in Japan's air defense and showed the six million residents of Tokyo that they were vulnerable to attack. Given the limited impact of the November 24 mission, Hansell decided to launch a second major strike, dubbed San Antonio II, targeting Musashi once more. However, in the early hours of November 27, two G4M bombers from Iwo Jima carried out a low-altitude raid on Isley Field, escaping after destroying one B-29 and damaging eleven others. 

Later that day, twelve bomb-equipped Mitsubishi A6M "Zero" fighters from the IJN's 252 Kōkūtai (252 Air Group) accompanied by two Nakajima C6N "Myrt" reconnaissance aircraft for navigation purposes departed Iwo Jima for Saipan. The attackers flew just above sea level to avoid US radar, and one of the A6Ms was forced to divert to Pagan after its propeller struck a wave; this aircraft was shot down by a USAAF Thunderbolt while attempting to land. The remaining eleven A6Ms arrived over Saipan at noon, shortly after XXI Bomber Command's second raid on Tokyo had departed. These aircraft strafed Isley Field destroying three or four B-29s and damaging up to two others. One of the Japanese pilots landed his fighter on Isley Field and fired on airfield personnel with his pistol until he was killed by rifle fire; this incident was witnessed by Brigadier General Haywood S. Hansell, the commander of XXI Bomber Command. None of the ten other A6Ms survived; four were shot down by USAAF fighters and six by anti-aircraft guns. The U.S. gunners also downed a USAAF Thunderbolt in circumstances which an official assessment later described as "inexcusable".

Of the 81 bombers launched, 19 aborted, and those that reached Tokyo found the target covered by clouds, forcing them to drop bombs by radar over Tokyo's docks, urban areas, and the cities of Hamamatsu, Shizuoka, Numazu, and Osaka. Ultimately, for the loss of one Superfortress, the damage caused by this second strike was minimal. However, the strong Japanese response led Hansell to relocate some B-29s from Isley to safer Guam, strengthen Saipan’s defenses and radar, and plan coordinated air-sea operations to neutralize Iwo Jima's staging fields.

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The Americans pressed through Leyte’s treacherous terrain and fierce resistance, aiming to secure strategic positions. Typhoons, enemy reinforcements, and brutal battles tested them harshly, but they advanced steadily. Despite heavy losses and airstrikes from both sides, American forces captured Breakneck Ridge and pushed onward, inching closer to victory.