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How to install OSX-Mavericks + Recovery + OSX-Catalina + Windows7/10 and make them all bootable on MacBook Pro 5,5

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1) Info: I was running OSX-Catalina and Windows-10 on my MacBook Pro 5,5 with 8 GB RAM and 250 GB SSD. Due to a RAM problem I had to format the hard disk and re-install OS's again. Currently, I have replaced the 250 GB SSD with a 500 GB HDD 2) Info: I have tried multiple times to install OSX-Mavericks + Recovery + OSX-Catalina + Windows-7/10 on to the MacBook but only 2 of the 3 OS's can be made bootable as the other OS partition becomes non bootable. As of now, OSX-Mavericks + Recovery + OSX-Catalina are working fine while Windows-7 says "No Bootable Device - Insert Boot Disk and Press Any Key". Windows-7 was installed through BootCamp on OSX-Mavericks 3) Info: Windows-7 was bootable until installing OSX-Catalina. Windows-7 shows up in "Start-up Disk" on OSX-Mavericks but does not show up while pressing "Option" key during start-up. This happened immediately after installing OSX-Catalina 4) Info: The output of "diskutil list" from OSX-Mavericks is as follows
/dev/disk0
   #:                       TYPE NAME                    SIZE       IDENTIFIER
   0:      GUID_partition_scheme                        *500.1 GB   disk0
   1:                        EFI EFI                     209.7 MB   disk0s1
   2:                  Apple_HFS Mavericks               43.9 GB    disk0s2
   3:                 Apple_Boot Recovery HD             650.0 MB   disk0s3
   4: 7C3457EF-0000-11AA-AA11-00306543ECAC               379.4 GB   disk0s4
   5:       Microsoft Basic Data BOOTCAMP                76.0 GB    disk0s5
5) Info: The output of "diskutil list" from OSX-Catalina is as follows
/dev/disk0 (internal, physical):
   #:                       TYPE NAME                    SIZE       IDENTIFIER
   0:      GUID_partition_scheme                        *500.1 GB   disk0
   1:                        EFI EFI                     209.7 MB   disk0s1
   2:                  Apple_HFS Mavericks               43.9 GB    disk0s2
   3:                 Apple_Boot Recovery HD             650.0 MB   disk0s3
   4:                 Apple_APFS Container disk1         379.4 GB   disk0s4
   5:       Microsoft Basic Data BOOTCAMP                76.0 GB    disk0s5

/dev/disk1 (synthesized):
   #:                       TYPE NAME                    SIZE       IDENTIFIER
   0:      APFS Container Scheme -                      +379.4 GB   disk1
                                 Physical Store disk0s4
   1:                APFS Volume Catalina - Data         3.9 GB     disk1s1
   2:                APFS Volume Preboot                 83.7 MB    disk1s2
   3:                APFS Volume Recovery                731.7 MB   disk1s3
   4:                APFS Volume VM                      3.2 GB     disk1s4
   5:                APFS Volume Catalina                11.4 GB    disk1s5
6) Info: The output of “sudo fdisk /dev/disk0” is as follows
Disk: /dev/disk0	geometry: 60801/255/63 [976773168 sectors]
Signature: 0xAA55
         Starting       Ending
 #: id  cyl  hd sec -  cyl  hd sec [     start -       size]
------------------------------------------------------------------------
 1: EE 1023 254  63 - 1023 254  63 [         1 -  976773167] 
 2: 00    0   0   0 -    0   0   0 [         0 -          0] unused      
 3: 00    0   0   0 -    0   0   0 [         0 -          0] unused      
 4: 00    0   0   0 -    0   0   0 [         0 -          0] unused
7) Info: The output of “sudo gpt -r show /dev/disk0” is as follows
start       size  index  contents
          0          1         PMBR
          1          1         Pri GPT header
          2         32         Pri GPT table
         34          6         
         40     409600      1  GPT part - C12A7328-F81F-11D2-BA4B-00A0C93EC93B
     409640   85738984      2  GPT part - 48465300-0000-11AA-AA11-00306543ECAC
   86148624    1269536      3  GPT part - 426F6F74-0000-11AA-AA11-00306543ECAC
   87418160  740917968      4  GPT part - 7C3457EF-0000-11AA-AA11-00306543ECAC
  828336128  148436992      5  GPT part - EBD0A0A2-B9E5-4433-87C0-68B6B72699C7
  976773120         15         
  976773135         32         Sec GPT table
  976773167          1         Sec GPT header
8) Question-1: Why is Windows-7 partition not bootable after I installed OSX-Catalina ? 9) Question-2: How do I flag the Windows-7 partition as bootable using fdisk or gdisk or any other utility ? (Tried using gdisk, but it only provides option to work with "One to Three" partitions, while I have 5) 10) Question-3: If the answer to "Question-2" is "Not Possible", then what are the steps to install OSX-Mavericks + Recovery + OSX-Catalina + Windows-10 on MacBook Pro 5,5 (Mid 2009) Thank you for helping, in advance
Asked by Akuma (31 rep)
Sep 21, 2021, 09:19 AM
Last activity: Apr 14, 2022, 10:52 PM