fix: Monitor TTY size when using SSH (#1119)

The TTY wasn't resizing properly, and reasonably so considering
we weren't updating it 🤦.

cli/ssh_windows.go

@@ -0,0 +1,27 @@
+//go:build windows
+// +build windows
+
+package cli
+
+import (
+	"context"
+	"os"
+	"time"
+)
+
+func listenWindowSize(ctx context.Context) <-chan os.Signal {
+	windowSize := make(chan os.Signal, 3)
+	ticker := time.NewTicker(time.Second)
+	go func() {
+		defer ticker.Stop()
+		for {
+			select {
+			case <-ctx.Done():
+				return
+			case <-ticker.C:
+			}
+			windowSize <- nil
+		}
+	}()
+	return windowSize
+}