diff --git a/.changelog/17199.txt b/.changelog/17199.txt
new file mode 100644
index 000000000..26998fc13
--- /dev/null
+++ b/.changelog/17199.txt
@@ -0,0 +1,3 @@
+```release-note:bug
+logs: Fixed a bug where disabling log collection would prevent Windows tasks from starting
+```
diff --git a/drivers/shared/executor/executor.go b/drivers/shared/executor/executor.go
index 2d45500b2..d3da4c061 100644
--- a/drivers/shared/executor/executor.go
+++ b/drivers/shared/executor/executor.go
@@ -181,7 +181,7 @@ func (nopCloser) Close() error { return nil }
 // Stdout returns a writer for the configured file descriptor
 func (c *ExecCommand) Stdout() (io.WriteCloser, error) {
 	if c.stdout == nil {
-		if c.StdoutPath != "" {
+		if c.StdoutPath != "" && c.StdoutPath != os.DevNull {
 			f, err := fifo.OpenWriter(c.StdoutPath)
 			if err != nil {
 				return nil, fmt.Errorf("failed to create stdout: %v", err)
@@ -197,7 +197,7 @@ func (c *ExecCommand) Stdout() (io.WriteCloser, error) {
 // Stderr returns a writer for the configured file descriptor
 func (c *ExecCommand) Stderr() (io.WriteCloser, error) {
 	if c.stderr == nil {
-		if c.StderrPath != "" {
+		if c.StderrPath != "" && c.StderrPath != os.DevNull {
 			f, err := fifo.OpenWriter(c.StderrPath)
 			if err != nil {
 				return nil, fmt.Errorf("failed to create stderr: %v", err)