We have an issue on doctrine dbal with an assertion as annotation not being detected and the test being marked as risky on Windows:

This test did not perform any assertions
OK, but incomplete, skipped, or risky tests!

Here is a PR where I tried to isolate the issue as much as possible: doctrine/dbal#3087, leaving only a class and its test.

The test code:

<?php

namespace Doctrine\Tests\DBAL\Schema;

use Doctrine\DBAL\Foo;

class ColumnTest extends \PHPUnit\Framework\TestCase
{
    /**
     * @group legacy
     * @expectedDeprecation Hi
     */
    public function testThatIsGoingToBeRisky() : void
    {
        new Foo();
    }
}

The subsequent appveyor build: https://ci.appveyor.com/project/doctrine/dbal/build/1.0.114/job/3nke06rul3e04598