I've been able to reproduce the problem on 32-bit Ubuntu 20.04 for RPi4.
The problem reproduces when the following is linked:

ld-linux-armhf.so.3 -> ld-2.31.so*

fostja@cptr280-arm:~/code/asm$ gdb -q hello
GEF for linux ready, type `gef' to start, `gef config' to configure
75 commands loaded for GDB 9.2 using Python engine 3.8
[*] 5 commands could not be loaded, run `gef missing` to know why.
Reading symbols from hello...
gef➤  set debug infrun 1
gef➤  b _start
Breakpoint 1 at 0x1016c: file hello.s, line 5.
gef➤  start
infrun: infrun_async(1)
infrun: proceed (addr=0xb6fd5a80, signal=GDB_SIGNAL_0)
infrun: proceed: resuming process 10100
infrun: resume (step=0, signal=GDB_SIGNAL_0), trap_expected=0, current thread 
[process 10100] at 0xb6fd5a80
infrun: prepare_to_wait
infrun: target_wait (-1.0.0, status) =
infrun:   -1.0.0 [process -1],
infrun:   status->kind = ignore
infrun: handle_inferior_event status->kind = ignore
infrun: prepare_to_wait
infrun: target_wait (-1.0.0, status) =
infrun:   -1.0.0 [process -1],
infrun:   status->kind = ignore
infrun: handle_inferior_event status->kind = ignore
infrun: prepare_to_wait


When I revert to the following then things work properly:

ld-linux-armhf.so.3 -> ld-2.28.so*

So I have a work-around. It appears that the problem was introduced
between 2.28 and 2.31.

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https://bugs.launchpad.net/bugs/1901966

Title:
  Unable to stop at breakpoint in 32-bit executable

Status in gdb package in Ubuntu:
  New

Bug description:
  I believe I'm having the problem described in #1846557 and #1848200.
  Those bugs were reported fixed in 8.1.1 but I'm observing them in 9.2
  so I suspect a regression (in fact, if I read the notes correctly, the
  earlier reports were from another regression!).

  I create a new EC2 server on AWS with Ubuntu Server 20.04 LTS (64-bit
  Arm) then perform the following installs (not sure what is needed or
  if something is missing):

  ```
  sudo dpkg --add-architecture armhf
  sudo apt update
  sudo apt upgrade -y
  sudo apt install -y build-essential vim binutils-arm-linux-gnueabi \
    gdb libc6:armhf libstdc++6:armhf
  ```

  Then I create hello.s:

  ```
          .text
          .global _start
  _start:
          MOV     R7, #4
          MOV     R0, #1
          LDR     R1, =hello
          LDR     R2, =hello_size
          SWI     0
          MOV     R7, #1
          SWI     0

          .data
  hello:  .asciz  "Hello world!\n"
          .equ    hello_size, (.-hello)
  ```

  Then I assemble, link, and run, all with success. Finally, I try to
  debug:

  ```
  $ arm-linux-gnueabi-as -ggdb -mcpu=cortex-a57 -o out.o hello.s
  $ arm-linux-gnueabi-ld out.o -dynamic-linker=/usr/lib/ld-linux-armhf.so.3 -o 
out
  $ rm out.o
  $ ./out
  Hello world!
  $ gdb out
  GNU gdb (Ubuntu 9.2-0ubuntu1~20.04) 9.2
  ...
  Reading symbols from out...
  (gdb) b _start
  Breakpoint 1 at 0x10074: file hello.s, line 4.
  (gdb) run
  Starting program: /home/ubuntu/280/out
  ```

  At this point everything hangs until I press ^C:

  ```
  ^C
  Program received signal SIGINT, Interrupt.
  0x0000aaaaba072284 in ?? ()
  (gdb) bt
  #0  0x0000aaaaba072284 in ?? ()
  #1  0x0000000000007232 in ?? ()
  Backtrace stopped: previous frame identical to this frame (corrupt stack?)
  (gdb) l
  1             .text
  2             .global _start
  3     _start:
  4             MOV     R7, #4
  5             MOV     R0, #1
  6             LDR     R1, =hello
  7             LDR     R2, =hello_size
  8             SWI     0
  9             MOV     R7, #1
  10            SWI     0
  (gdb) q
  A debugging session is active.

   Inferior 1 [process 29234] will be killed.

  Quit anyway? (y or n) y
  $
  ```

  It appears that gdb generally works and recognizes the executable, but
  breakpoints don't work. I'm new at Arm and don't have a lot of
  experience with assembly (at least not since the early 1970s), so it
  could easily be my problem but it seems suspiciously like an earlier
  problem and I think what I've done should work.

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