I didn't check if it's the same issue than previous failures, but test_start_tls_server_1() just failed on x86 Gentoo Installed with X 3.8 buildbot:

pythoninfo:

ssl.HAS_SNI: True
ssl.OPENSSL_VERSION: OpenSSL 1.1.1d  10 Sep 2019
ssl.OPENSSL_VERSION_INFO: (1, 1, 1, 4, 15)
ssl.OP_ALL: -0x7fffffac
ssl.OP_NO_TLSv1_1: 0x10000000
ssl.SSLContext.maximum_version: TLSVersion.MAXIMUM_SUPPORTED
ssl.SSLContext.minimum_version: TLSVersion.MINIMUM_SUPPORTED
ssl.SSLContext.options: Options.OP_NO_SSLv3|OP_CIPHER_SERVER_PREFERENCE|OP_ENABLE_MIDDLEBOX_COMPAT|OP_NO_COMPRESSION|OP_ALL
ssl.SSLContext.protocol: _SSLMethod.PROTOCOL_TLS
ssl.SSLContext.verify_mode: VerifyMode.CERT_NONE
ssl.default_https_context.maximum_version: TLSVersion.MAXIMUM_SUPPORTED
ssl.default_https_context.minimum_version: TLSVersion.MINIMUM_SUPPORTED
ssl.default_https_context.options: Options.OP_NO_SSLv3|OP_CIPHER_SERVER_PREFERENCE|OP_ENABLE_MIDDLEBOX_COMPAT|OP_NO_COMPRESSION|OP_ALL
ssl.default_https_context.protocol: _SSLMethod.PROTOCOL_TLS
ssl.default_https_context.verify_mode: VerifyMode.CERT_REQUIRED
ssl.stdlib_context.maximum_version: TLSVersion.MAXIMUM_SUPPORTED
ssl.stdlib_context.minimum_version: TLSVersion.MINIMUM_SUPPORTED
ssl.stdlib_context.options: Options.OP_NO_SSLv3|OP_CIPHER_SERVER_PREFERENCE|OP_ENABLE_MIDDLEBOX_COMPAT|OP_NO_COMPRESSION|OP_ALL
ssl.stdlib_context.protocol: _SSLMethod.PROTOCOL_TLS
ssl.stdlib_context.verify_mode: VerifyMode.CERT_NONE


https://buildbot.python.org/all/#/builders/230/builds/435

test_start_tls_server_1 (test.test_asyncio.test_sslproto.SelectorStartTLSTests) ... Exception in thread test-client:
Traceback (most recent call last):
  File "/buildbot/buildarea/cpython/3.8.ware-gentoo-x86.installed/build/target/lib/python3.8/test/test_asyncio/functional.py", line 190, in run
    self._prog(TestSocketWrapper(self._sock))
  File "/buildbot/buildarea/cpython/3.8.ware-gentoo-x86.installed/build/target/lib/python3.8/test/test_asyncio/test_sslproto.py", line 575, in <lambda>
    with self.tcp_client(lambda sock: client(sock, addr),
  File "/buildbot/buildarea/cpython/3.8.ware-gentoo-x86.installed/build/target/lib/python3.8/test/test_asyncio/test_sslproto.py", line 520, in client
    answer = sock.recv_all(len(ANSWER))
  File "/buildbot/buildarea/cpython/3.8.ware-gentoo-x86.installed/build/target/lib/python3.8/test/test_asyncio/functional.py", line 130, in recv_all
    data = self.recv(n - len(buf))
  File "/buildbot/buildarea/cpython/3.8.ware-gentoo-x86.installed/build/target/lib/python3.8/ssl.py", line 1226, in recv
    return self.read(buflen)
  File "/buildbot/buildarea/cpython/3.8.ware-gentoo-x86.installed/build/target/lib/python3.8/ssl.py", line 1101, in read
    return self._sslobj.read(len)
ssl.SSLError: [SSL: WRONG_VERSION_NUMBER] wrong version number (_ssl.c:2560)

During handling of the above exception, another exception occurred:

Traceback (most recent call last):
  File "/buildbot/buildarea/cpython/3.8.ware-gentoo-x86.installed/build/target/lib/python3.8/threading.py", line 932, in _bootstrap_inner
    self.run()
  File "/buildbot/buildarea/cpython/3.8.ware-gentoo-x86.installed/build/target/lib/python3.8/test/test_asyncio/functional.py", line 192, in run
    self._test._abort_socket_test(ex)
  File "/buildbot/buildarea/cpython/3.8.ware-gentoo-x86.installed/build/target/lib/python3.8/test/test_asyncio/functional.py", line 114, in _abort_socket_test
    self.fail(ex)
  File "/buildbot/buildarea/cpython/3.8.ware-gentoo-x86.installed/build/target/lib/python3.8/unittest/case.py", line 753, in fail
    raise self.failureException(msg)
AssertionError: [SSL: WRONG_VERSION_NUMBER] wrong version number (_ssl.c:2560)
/buildbot/buildarea/cpython/3.8.ware-gentoo-x86.installed/build/target/lib/python3.8/threading.py:934: ResourceWarning: unclosed <ssl.SSLSocket fd=7, family=AddressFamily.AF_INET, type=SocketKind.SOCK_STREAM, proto=0, laddr=('127.0.0.1', 59752), raddr=('127.0.0.1', 45469)>
  self._invoke_excepthook(self)
ResourceWarning: Enable tracemalloc to get the object allocation traceback
ERROR


Unhandled error in exception handler
context: {'message': 'Task was destroyed but it is pending!', 'task': <Task pending name='Task-1699' coro=<BaseStartTLS.test_start_tls_server_1.<locals>.main() running at /buildbot/buildarea/cpython/3.8.ware-gentoo-x86.installed/build/target/lib/python3.8/test/test_asyncio/test_sslproto.py:555> wait_for=<Future finished result=None> cb=[_release_waiter(<Future pendi...xb6a27118>()]>)() at /buildbot/buildarea/cpython/3.8.ware-gentoo-x86.installed/build/target/lib/python3.8/asyncio/tasks.py:429]>}
Traceback (most recent call last):
  File "/buildbot/buildarea/cpython/3.8.ware-gentoo-x86.installed/build/target/lib/python3.8/asyncio/base_events.py", line 1729, in call_exception_handler
    self._exception_handler(self, context)
  File "/buildbot/buildarea/cpython/3.8.ware-gentoo-x86.installed/build/target/lib/python3.8/test/test_asyncio/functional.py", line 22, in loop_exception_handler
    self.loop.default_exception_handler(context)
AttributeError: 'NoneType' object has no attribute 'default_exception_handler'
/buildbot/buildarea/cpython/3.8.ware-gentoo-x86.installed/build/target/lib/python3.8/test/test_asyncio/test_streams.py:40: ResourceWarning: unclosed <socket.socket fd=8, family=AddressFamily.AF_INET, type=SocketKind.SOCK_STREAM, proto=6, laddr=('127.0.0.1', 45469)>
  gc.collect()
ResourceWarning: Enable tracemalloc to get the object allocation traceback
/buildbot/buildarea/cpython/3.8.ware-gentoo-x86.installed/build/target/lib/python3.8/asyncio/selector_events.py:684: ResourceWarning: unclosed transport <_SelectorSocketTransport fd=8>
  _warn(f"unclosed transport {self!r}", ResourceWarning, source=self)
ResourceWarning: Enable tracemalloc to get the object allocation traceback
/buildbot/buildarea/cpython/3.8.ware-gentoo-x86.installed/build/target/lib/python3.8/asyncio/sslproto.py:321: ResourceWarning: unclosed transport <asyncio.sslproto._SSLProtocolTransport object at 0xb5c82b38>
  _warn(f"unclosed transport {self!r}", ResourceWarning, source=self)
ResourceWarning: Enable tracemalloc to get the object allocation traceback
Unhandled error in exception handler
context: {'message': 'Fatal error on SSL transport', 'exception': RuntimeError('Event loop is closed'), 'transport': <_SelectorSocketTransport closing fd=8>, 'protocol': <asyncio.sslproto.SSLProtocol object at 0xb6a27448>}
Traceback (most recent call last):
  File "/buildbot/buildarea/cpython/3.8.ware-gentoo-x86.installed/build/target/lib/python3.8/asyncio/selector_events.py", line 898, in write
    n = self._sock.send(data)
OSError: [Errno 9] Bad file descriptor

During handling of the above exception, another exception occurred:

Traceback (most recent call last):
  File "/buildbot/buildarea/cpython/3.8.ware-gentoo-x86.installed/build/target/lib/python3.8/asyncio/sslproto.py", line 685, in _process_write_backlog
    self._transport.write(chunk)
  File "/buildbot/buildarea/cpython/3.8.ware-gentoo-x86.installed/build/target/lib/python3.8/asyncio/selector_events.py", line 904, in write
    self._fatal_error(exc, 'Fatal write error on socket transport')
  File "/buildbot/buildarea/cpython/3.8.ware-gentoo-x86.installed/build/target/lib/python3.8/asyncio/selector_events.py", line 699, in _fatal_error
    self._force_close(exc)
  File "/buildbot/buildarea/cpython/3.8.ware-gentoo-x86.installed/build/target/lib/python3.8/asyncio/selector_events.py", line 711, in _force_close
    self._loop.call_soon(self._call_connection_lost, exc)
  File "/buildbot/buildarea/cpython/3.8.ware-gentoo-x86.installed/build/target/lib/python3.8/asyncio/base_events.py", line 711, in call_soon
    self._check_closed()
  File "/buildbot/buildarea/cpython/3.8.ware-gentoo-x86.installed/build/target/lib/python3.8/asyncio/base_events.py", line 504, in _check_closed
    raise RuntimeError('Event loop is closed')
RuntimeError: Event loop is closed

During handling of the above exception, another exception occurred:

Traceback (most recent call last):
  File "/buildbot/buildarea/cpython/3.8.ware-gentoo-x86.installed/build/target/lib/python3.8/asyncio/base_events.py", line 1729, in call_exception_handler
    self._exception_handler(self, context)
  File "/buildbot/buildarea/cpython/3.8.ware-gentoo-x86.installed/build/target/lib/python3.8/test/test_asyncio/functional.py", line 22, in loop_exception_handler
    self.loop.default_exception_handler(context)
AttributeError: 'NoneType' object has no attribute 'default_exception_handler'
/buildbot/buildarea/cpython/3.8.ware-gentoo-x86.installed/build/target/lib/python3.8/test/test_asyncio/test_streams.py:40: ResourceWarning: unclosed <socket.socket fd=6, family=AddressFamily.AF_INET, type=SocketKind.SOCK_STREAM, proto=6, laddr=('127.0.0.1', 45469)>
  gc.collect()
ResourceWarning: Enable tracemalloc to get the object allocation traceback

ERROR: test_start_tls_server_1 (test.test_asyncio.test_sslproto.SelectorStartTLSTests)
----------------------------------------------------------------------
Traceback (most recent call last):
  File "/buildbot/buildarea/cpython/3.8.ware-gentoo-x86.installed/build/target/lib/python3.8/test/test_asyncio/test_sslproto.py", line 585, in test_start_tls_server_1
    self.loop.run_until_complete(run_main())
  File "/buildbot/buildarea/cpython/3.8.ware-gentoo-x86.installed/build/target/lib/python3.8/asyncio/base_events.py", line 606, in run_until_complete
    raise RuntimeError('Event loop stopped before Future completed.')
RuntimeError: Event loop stopped before Future completed.