diff --git a/server/netty-server/cats/src/main/scala/sttp/tapir/server/netty/cats/NettyCatsServer.scala b/server/netty-server/cats/src/main/scala/sttp/tapir/server/netty/cats/NettyCatsServer.scala
index 13a18f0d38..1b7a449326 100644
--- a/server/netty-server/cats/src/main/scala/sttp/tapir/server/netty/cats/NettyCatsServer.scala
+++ b/server/netty-server/cats/src/main/scala/sttp/tapir/server/netty/cats/NettyCatsServer.scala
@@ -79,12 +79,17 @@ case class NettyCatsServer[F[_]: Async](routes: Vector[Route[F]], options: Netty
         socketOverride
       )
 
-    nettyChannelFutureToScala(channelFuture).map(ch =>
-      (
-        ch.localAddress().asInstanceOf[SA],
-        () => stop(ch, eventLoopGroup, channelGroup, eventExecutor, isShuttingDown, config.gracefulShutdownTimeout)
+    nettyChannelFutureToScala(channelFuture)
+      .map(ch =>
+        (
+          ch.localAddress().asInstanceOf[SA],
+          () => stop(ch, eventLoopGroup, channelGroup, eventExecutor, isShuttingDown, config.gracefulShutdownTimeout)
+        )
       )
-    )
+      .recoverWith { case e =>
+        stopRecovering(eventLoopGroup, channelGroup, eventExecutor, isShuttingDown, config.gracefulShutdownTimeout)
+          .flatMap(_ => Async[F].raiseError(e))
+      }
   }
 
   private def waitForClosedChannels(
@@ -107,20 +112,41 @@ case class NettyCatsServer[F[_]: Async](routes: Vector[Route[F]], options: Netty
       isShuttingDown: AtomicBoolean,
       gracefulShutdownTimeout: Option[FiniteDuration]
   ): F[Unit] = {
+    shutdownChannelGroup(channelGroup, isShuttingDown, gracefulShutdownTimeout) >>
+      Async[F].defer {
+        nettyFutureToScala(ch.close()).flatMap { _ => stopEventLoopGroup(eventLoopGroup, eventExecutor) }
+      }
+  }
+
+  private def stopRecovering(
+      eventLoopGroup: EventLoopGroup,
+      channelGroup: ChannelGroup,
+      eventExecutor: DefaultEventExecutor,
+      isShuttingDown: AtomicBoolean,
+      gracefulShutdownTimeout: Option[FiniteDuration]
+  ): F[Unit] = {
+    shutdownChannelGroup(channelGroup, isShuttingDown, gracefulShutdownTimeout) >>
+      stopEventLoopGroup(eventLoopGroup, eventExecutor)
+  }
+
+  private def shutdownChannelGroup(
+      channelGroup: ChannelGroup,
+      isShuttingDown: AtomicBoolean,
+      gracefulShutdownTimeout: Option[FiniteDuration]
+  ) = {
     Sync[F].delay(isShuttingDown.set(true)) >>
       waitForClosedChannels(
         channelGroup,
         startNanos = System.nanoTime(),
         gracefulShutdownTimeoutNanos = gracefulShutdownTimeout.map(_.toNanos)
-      ) >>
-      Async[F].defer {
-        nettyFutureToScala(ch.close()).flatMap { _ =>
-          if (config.shutdownEventLoopGroupOnClose) {
-            nettyFutureToScala(eventLoopGroup.shutdownGracefully())
-              .flatMap(_ => nettyFutureToScala(eventExecutor.shutdownGracefully()).map(_ => ()))
-          } else Async[F].unit
-        }
-      }
+      )
+  }
+
+  private def stopEventLoopGroup(eventLoopGroup: EventLoopGroup, eventExecutor: DefaultEventExecutor) = {
+    if (config.shutdownEventLoopGroupOnClose) {
+      nettyFutureToScala(eventLoopGroup.shutdownGracefully())
+        .flatMap(_ => nettyFutureToScala(eventExecutor.shutdownGracefully()).map(_ => ()))
+    } else Async[F].unit
   }
 }
 
diff --git a/server/netty-server/loom/src/main/scala/sttp/tapir/server/netty/loom/NettyIdServer.scala b/server/netty-server/loom/src/main/scala/sttp/tapir/server/netty/loom/NettyIdServer.scala
index 0caa56ceac..46918fc8fd 100644
--- a/server/netty-server/loom/src/main/scala/sttp/tapir/server/netty/loom/NettyIdServer.scala
+++ b/server/netty-server/loom/src/main/scala/sttp/tapir/server/netty/loom/NettyIdServer.scala
@@ -103,13 +103,22 @@ case class NettyIdServer(routes: Vector[IdRoute], options: NettyIdServerOptions,
       eventLoopGroup,
       socketOverride
     )
-    channelIdFuture.await()
-    val channelId = channelIdFuture.channel()
-
-    (
-      channelId.localAddress().asInstanceOf[SA],
-      () => stop(channelId, eventLoopGroup, channelGroup, eventExecutor, isShuttingDown, config.gracefulShutdownTimeout)
-    )
+    try {
+      channelIdFuture.sync()
+      val channelId = channelIdFuture.channel()
+      (
+        channelId.localAddress().asInstanceOf[SA],
+        () => stop(channelId, eventLoopGroup, channelGroup, eventExecutor, isShuttingDown, config.gracefulShutdownTimeout)
+      )
+    } catch {
+      case NonFatal(startFailureCause) =>
+        try {
+          stopRecovering(eventLoopGroup, channelGroup, eventExecutor, isShuttingDown, config.gracefulShutdownTimeout)
+        } catch {
+          case NonFatal(recoveryFailureCause) => startFailureCause.addSuppressed(recoveryFailureCause)
+        }
+        throw startFailureCause
+    }
   }
 
   private def waitForClosedChannels(
@@ -122,6 +131,7 @@ case class NettyIdServer(routes: Vector[IdRoute], options: NettyIdServerOptions,
     }
     val _ = channelGroup.close().get()
   }
+
   private def stop(
       ch: Channel,
       eventLoopGroup: EventLoopGroup,
@@ -142,6 +152,25 @@ case class NettyIdServer(routes: Vector[IdRoute], options: NettyIdServerOptions,
       val _ = eventExecutor.shutdownGracefully().get()
     }
   }
+
+  private def stopRecovering(
+      eventLoopGroup: EventLoopGroup,
+      channelGroup: ChannelGroup,
+      eventExecutor: DefaultEventExecutor,
+      isShuttingDown: AtomicBoolean,
+      gracefulShutdownTimeout: Option[FiniteDuration]
+  ): Unit = {
+    isShuttingDown.set(true)
+    waitForClosedChannels(
+      channelGroup,
+      startNanos = System.nanoTime(),
+      gracefulShutdownTimeoutNanos = gracefulShutdownTimeout.map(_.toNanos)
+    )
+    if (config.shutdownEventLoopGroupOnClose) {
+      val _ = eventLoopGroup.shutdownGracefully().get()
+      val _ = eventExecutor.shutdownGracefully().get()
+    }
+  }
 }
 
 object NettyIdServer {
diff --git a/server/netty-server/src/main/scala/sttp/tapir/server/netty/NettyFutureServer.scala b/server/netty-server/src/main/scala/sttp/tapir/server/netty/NettyFutureServer.scala
index d280b4a64f..f510e8e85b 100644
--- a/server/netty-server/src/main/scala/sttp/tapir/server/netty/NettyFutureServer.scala
+++ b/server/netty-server/src/main/scala/sttp/tapir/server/netty/NettyFutureServer.scala
@@ -76,12 +76,17 @@ case class NettyFutureServer(routes: Vector[FutureRoute], options: NettyFutureSe
         socketOverride
       )
 
-    nettyChannelFutureToScala(channelFuture).map(ch =>
-      (
-        ch.localAddress().asInstanceOf[SA],
-        () => stop(ch, eventLoopGroup, channelGroup, eventExecutor, isShuttingDown, config.gracefulShutdownTimeout)
+    nettyChannelFutureToScala(channelFuture)
+      .map(ch =>
+        (
+          ch.localAddress().asInstanceOf[SA],
+          () => stop(ch, eventLoopGroup, channelGroup, eventExecutor, isShuttingDown, config.gracefulShutdownTimeout)
+        )
       )
-    )
+      .recoverWith { case e =>
+        stopRecovering(eventLoopGroup, channelGroup, eventExecutor, isShuttingDown, config.gracefulShutdownTimeout)
+          .flatMap(_ => Future.failed(e))
+      }
   }
 
   private def waitForClosedChannels(
@@ -115,14 +120,32 @@ case class NettyFutureServer(routes: Vector[FutureRoute], options: NettyFutureSe
       startNanos = System.nanoTime(),
       gracefulShutdownTimeoutNanos = gracefulShutdownTimeout.map(_.toNanos)
     ).flatMap { _ =>
-      nettyFutureToScala(ch.close()).flatMap { _ =>
-        if (config.shutdownEventLoopGroupOnClose) {
-          nettyFutureToScala(eventLoopGroup.shutdownGracefully())
-            .flatMap(_ => nettyFutureToScala(eventExecutor.shutdownGracefully()).map(_ => ()))
-        } else Future.successful(())
-      }
+      nettyFutureToScala(ch.close()).flatMap { _ => stopEventLoopGroup(eventLoopGroup, eventExecutor) }
     }
   }
+
+  private def stopRecovering(
+      eventLoopGroup: EventLoopGroup,
+      channelGroup: ChannelGroup,
+      eventExecutor: DefaultEventExecutor,
+      isShuttingDown: AtomicBoolean,
+      gracefulShutdownTimeout: Option[FiniteDuration]
+  ): Future[Unit] = {
+    isShuttingDown.set(true)
+    waitForClosedChannels(
+      channelGroup,
+      startNanos = System.nanoTime(),
+      gracefulShutdownTimeoutNanos = gracefulShutdownTimeout.map(_.toNanos)
+    ).flatMap { _ => stopEventLoopGroup(eventLoopGroup, eventExecutor) }
+  }
+
+  private def stopEventLoopGroup(eventLoopGroup: EventLoopGroup, eventExecutor: DefaultEventExecutor) = {
+    if (config.shutdownEventLoopGroupOnClose) {
+      nettyFutureToScala(eventLoopGroup.shutdownGracefully())
+        .flatMap(_ => nettyFutureToScala(eventExecutor.shutdownGracefully()).map(_ => ()))
+    } else Future.successful(())
+  }
+
 }
 
 object NettyFutureServer {
diff --git a/server/netty-server/zio/src/main/scala/sttp/tapir/server/netty/zio/NettyZioServer.scala b/server/netty-server/zio/src/main/scala/sttp/tapir/server/netty/zio/NettyZioServer.scala
index 10c3ffe664..8eb00c55bc 100644
--- a/server/netty-server/zio/src/main/scala/sttp/tapir/server/netty/zio/NettyZioServer.scala
+++ b/server/netty-server/zio/src/main/scala/sttp/tapir/server/netty/zio/NettyZioServer.scala
@@ -17,7 +17,6 @@ import java.net.{InetSocketAddress, SocketAddress}
 import java.nio.file.{Path, Paths}
 import java.util.UUID
 import java.util.concurrent.atomic.AtomicBoolean
-
 import scala.concurrent.ExecutionContext.Implicits
 import scala.concurrent.Future
 import scala.concurrent.duration.FiniteDuration
@@ -98,12 +97,17 @@ case class NettyZioServer[R](routes: Vector[RIO[R, Route[RIO[R, *]]]], options:
         socketOverride
       )
     }
-    binding <- nettyChannelFutureToScala(channelFuture).map(ch =>
-      (
-        ch.localAddress().asInstanceOf[SA],
-        () => stop(ch, eventLoopGroup, channelGroup, eventExecutor, isShuttingDown, config.gracefulShutdownTimeout)
+    binding <- nettyChannelFutureToScala(channelFuture)
+      .map(ch =>
+        (
+          ch.localAddress().asInstanceOf[SA],
+          () => stop(ch, eventLoopGroup, channelGroup, eventExecutor, isShuttingDown, config.gracefulShutdownTimeout)
+        )
       )
-    )
+      .catchAll { e =>
+        stopRecovering(eventLoopGroup, channelGroup, eventExecutor, isShuttingDown, config.gracefulShutdownTimeout) *>
+          ZIO.fail(e)
+      }
   } yield binding
 
   private def waitForClosedChannels(
@@ -126,20 +130,43 @@ case class NettyZioServer[R](routes: Vector[RIO[R, Route[RIO[R, *]]]], options:
       isShuttingDown: AtomicBoolean,
       gracefulShutdownTimeout: Option[FiniteDuration]
   ): RIO[R, Unit] = {
+    stopChannelGroup(channelGroup, isShuttingDown, gracefulShutdownTimeout) *>
+      ZIO.suspend {
+        nettyFutureToScala(ch.close()).flatMap { _ =>
+          stopEventLoopGroup(eventLoopGroup, eventExecutor)
+        }
+      }
+  }
+
+  private def stopRecovering(
+      eventLoopGroup: EventLoopGroup,
+      channelGroup: ChannelGroup,
+      eventExecutor: DefaultEventExecutor,
+      isShuttingDown: AtomicBoolean,
+      gracefulShutdownTimeout: Option[FiniteDuration]
+  ): RIO[R, Unit] = {
+    stopChannelGroup(channelGroup, isShuttingDown, gracefulShutdownTimeout) *>
+      stopEventLoopGroup(eventLoopGroup, eventExecutor)
+  }
+
+  private def stopChannelGroup(
+      channelGroup: ChannelGroup,
+      isShuttingDown: AtomicBoolean,
+      gracefulShutdownTimeout: Option[FiniteDuration]
+  ) = {
     ZIO.attempt(isShuttingDown.set(true)) *>
       waitForClosedChannels(
         channelGroup,
         startNanos = System.nanoTime(),
         gracefulShutdownTimeoutNanos = gracefulShutdownTimeout.map(_.toNanos)
-      ) *>
-      ZIO.suspend {
-        nettyFutureToScala(ch.close()).flatMap { _ =>
-          if (config.shutdownEventLoopGroupOnClose) {
-            nettyFutureToScala(eventLoopGroup.shutdownGracefully())
-              .flatMap(_ => nettyFutureToScala(eventExecutor.shutdownGracefully()).map(_ => ()))
-          } else ZIO.succeed(())
-        }
-      }
+      )
+  }
+
+  private def stopEventLoopGroup(eventLoopGroup: EventLoopGroup, eventExecutor: DefaultEventExecutor) = {
+    if (config.shutdownEventLoopGroupOnClose) {
+      nettyFutureToScala(eventLoopGroup.shutdownGracefully())
+        .flatMap(_ => nettyFutureToScala(eventExecutor.shutdownGracefully()).map(_ => ()))
+    } else ZIO.succeed(())
   }
 }