Flaky ssh test in `tests race windows`

Newly introduced ssh tests with glider/ssh can be flaky on Windows.

Here is providers/orka/provider_test.go:

• Job #1127902489
• Job #1127611487
• Job #1106555865

Here is internal/dial/ssh_test.go

• Job #1088295795
• Job #1088215715

So far the flakiness has only been observed in tests race windows