diff --git a/components/engine/api/swagger.yaml b/components/engine/api/swagger.yaml
index 672b598929..3906899050 100644
--- a/components/engine/api/swagger.yaml
+++ b/components/engine/api/swagger.yaml
@@ -3904,6 +3904,19 @@ definitions:
           such as number of nodes, and expiration are included.
         type: "string"
         example: "Community Engine"
+      Warnings:
+        description: |
+          List of warnings / informational messages about missing features, or
+          issues related to the daemon configuration.
+
+          These messages can be printed by the client as information to the user.
+        type: "array"
+        items:
+          type: "string"
+        example:
+          - "WARNING: No memory limit support"
+          - "WARNING: bridge-nf-call-iptables is disabled"
+          - "WARNING: bridge-nf-call-ip6tables is disabled"
 
 
   # PluginsInfo is a temp struct holding Plugins name
diff --git a/components/engine/api/types/types.go b/components/engine/api/types/types.go
index ae9e27dca1..ed62fd41e5 100644
--- a/components/engine/api/types/types.go
+++ b/components/engine/api/types/types.go
@@ -206,6 +206,7 @@ type Info struct {
 	InitCommit         Commit
 	SecurityOptions    []string
 	ProductLicense     string `json:",omitempty"`
+	Warnings           []string
 }
 
 // KeyValue holds a key/value pair
diff --git a/components/engine/daemon/info.go b/components/engine/daemon/info.go
index 3575fdda38..cc9ad8ac61 100644
--- a/components/engine/daemon/info.go
+++ b/components/engine/daemon/info.go
@@ -134,6 +134,8 @@ func (daemon *Daemon) fillDriverInfo(v *types.Info) {
 
 	v.Driver = drivers
 	v.DriverStatus = ds
+
+	fillDriverWarnings(v)
 }
 
 func (daemon *Daemon) fillPluginsInfo(v *types.Info) {
diff --git a/components/engine/daemon/info_unix.go b/components/engine/daemon/info_unix.go
index 864e8816a9..98935cca70 100644
--- a/components/engine/daemon/info_unix.go
+++ b/components/engine/daemon/info_unix.go
@@ -4,6 +4,7 @@ package daemon // import "github.com/docker/docker/daemon"
 
 import (
 	"context"
+	"fmt"
 	"os/exec"
 	"strings"
 
@@ -68,6 +69,80 @@ func (daemon *Daemon) fillPlatformInfo(v *types.Info, sysInfo *sysinfo.SysInfo)
 		logrus.Warnf("failed to retrieve %s version: %s", defaultInitBinary, err)
 		v.InitCommit.ID = "N/A"
 	}
+
+	if !v.MemoryLimit {
+		v.Warnings = append(v.Warnings, "WARNING: No memory limit support")
+	}
+	if !v.SwapLimit {
+		v.Warnings = append(v.Warnings, "WARNING: No swap limit support")
+	}
+	if !v.KernelMemory {
+		v.Warnings = append(v.Warnings, "WARNING: No kernel memory limit support")
+	}
+	if !v.OomKillDisable {
+		v.Warnings = append(v.Warnings, "WARNING: No oom kill disable support")
+	}
+	if !v.CPUCfsQuota {
+		v.Warnings = append(v.Warnings, "WARNING: No cpu cfs quota support")
+	}
+	if !v.CPUCfsPeriod {
+		v.Warnings = append(v.Warnings, "WARNING: No cpu cfs period support")
+	}
+	if !v.CPUShares {
+		v.Warnings = append(v.Warnings, "WARNING: No cpu shares support")
+	}
+	if !v.CPUSet {
+		v.Warnings = append(v.Warnings, "WARNING: No cpuset support")
+	}
+	if !v.IPv4Forwarding {
+		v.Warnings = append(v.Warnings, "WARNING: IPv4 forwarding is disabled")
+	}
+	if !v.BridgeNfIptables {
+		v.Warnings = append(v.Warnings, "WARNING: bridge-nf-call-iptables is disabled")
+	}
+	if !v.BridgeNfIP6tables {
+		v.Warnings = append(v.Warnings, "WARNING: bridge-nf-call-ip6tables is disabled")
+	}
+}
+
+func fillDriverWarnings(v *types.Info) {
+	if v.DriverStatus == nil {
+		return
+	}
+	for _, pair := range v.DriverStatus {
+		if pair[0] == "Data loop file" {
+			msg := fmt.Sprintf("WARNING: %s: usage of loopback devices is "+
+				"strongly discouraged for production use.\n         "+
+				"Use `--storage-opt dm.thinpooldev` to specify a custom block storage device.", v.Driver)
+
+			v.Warnings = append(v.Warnings, msg)
+			continue
+		}
+		if pair[0] == "Supports d_type" && pair[1] == "false" {
+			backingFs := getBackingFs(v)
+
+			msg := fmt.Sprintf("WARNING: %s: the backing %s filesystem is formatted without d_type support, which leads to incorrect behavior.\n", v.Driver, backingFs)
+			if backingFs == "xfs" {
+				msg += "         Reformat the filesystem with ftype=1 to enable d_type support.\n"
+			}
+			msg += "         Running without d_type support will not be supported in future releases."
+
+			v.Warnings = append(v.Warnings, msg)
+			continue
+		}
+	}
+}
+
+func getBackingFs(v *types.Info) string {
+	if v.DriverStatus == nil {
+		return ""
+	}
+	for _, pair := range v.DriverStatus {
+		if pair[0] == "Backing Filesystem" {
+			return pair[1]
+		}
+	}
+	return ""
 }
 
 // parseInitVersion parses a Tini version string, and extracts the version.
diff --git a/components/engine/daemon/info_windows.go b/components/engine/daemon/info_windows.go
index bf97971479..2c1ff460c3 100644
--- a/components/engine/daemon/info_windows.go
+++ b/components/engine/daemon/info_windows.go
@@ -8,3 +8,6 @@ import (
 // fillPlatformInfo fills the platform related info.
 func (daemon *Daemon) fillPlatformInfo(v *types.Info, sysInfo *sysinfo.SysInfo) {
 }
+
+func fillDriverWarnings(v *types.Info) {
+}
diff --git a/components/engine/docs/api/version-history.md b/components/engine/docs/api/version-history.md
index 7c18799fc5..6f0083e90e 100644
--- a/components/engine/docs/api/version-history.md
+++ b/components/engine/docs/api/version-history.md
@@ -21,6 +21,8 @@ keywords: "API, Docker, rcli, REST, documentation"
   and `OperatingSystem` if the daemon was unable to obtain this information.
 * `GET /info` now returns information about the product license, if a license
   has been applied to the daemon.
+* `GET /info` now returns a `Warnings` field, containing warnings and informational
+  messages about missing features, or issues related to the daemon configuration.
 * `POST /swarm/init` now accepts a `DefaultAddrPool` property to set global scope default address pool
 * `POST /swarm/init` now accepts a `SubnetSize` property to set global scope networks by giving the
   length of the subnet masks for every such network
diff --git a/components/engine/integration-cli/docker_cli_exec_test.go b/components/engine/integration-cli/docker_cli_exec_test.go
index 2f72eb90e6..72059c79e6 100644
--- a/components/engine/integration-cli/docker_cli_exec_test.go
+++ b/components/engine/integration-cli/docker_cli_exec_test.go
@@ -11,6 +11,7 @@ import (
 	"reflect"
 	"runtime"
 	"sort"
+	"strconv"
 	"strings"
 	"sync"
 	"time"
@@ -19,6 +20,7 @@ import (
 	"github.com/docker/docker/integration-cli/checker"
 	"github.com/docker/docker/integration-cli/cli"
 	"github.com/docker/docker/integration-cli/cli/build"
+	"github.com/docker/docker/pkg/parsers/kernel"
 	"github.com/go-check/check"
 	"gotest.tools/icmd"
 )
@@ -543,6 +545,38 @@ func (s *DockerSuite) TestExecEnvLinksHost(c *check.C) {
 
 func (s *DockerSuite) TestExecWindowsOpenHandles(c *check.C) {
 	testRequires(c, DaemonIsWindows)
+
+	if runtime.GOOS == "windows" {
+		v, err := kernel.GetKernelVersion()
+		c.Assert(err, checker.IsNil)
+		build, _ := strconv.Atoi(strings.Split(strings.SplitN(v.String(), " ", 3)[2][1:], ".")[0])
+		if build >= 17743 {
+			c.Skip("Temporarily disabled on RS5 17743+ builds due to platform bug")
+
+			// This is being tracked internally. @jhowardmsft. Summary of failure
+			// from an email in early July 2018 below:
+			//
+			// Platform regression. In cmd.exe by the look of it. I can repro
+			// it outside of CI.  It fails the same on 17681, 17676 and even as
+			// far back as 17663, over a month old. From investigating, I can see
+			// what's happening in the container, but not the reason. The test
+			// starts a long-running container based on the Windows busybox image.
+			// It then adds another process (docker exec) to that container to
+			// sleep. It loops waiting for two instances of busybox.exe running,
+			// and cmd.exe to quit. What's actually happening is that the second
+			// exec hangs indefinitely, and from docker top, I can see
+			// "OpenWith.exe" running.
+
+			//Manual repro would be
+			//# Start the first long-running container
+			//docker run --rm -d --name test busybox sleep 300
+
+			//# In another window, docker top test. There should be a single instance of busybox.exe running
+			//# In a third window, docker exec test cmd /c start sleep 10  NOTE THIS HANGS UNTIL 5 MIN TIMEOUT
+			//# In the second window, run docker top test. Note that OpenWith.exe is running, one cmd.exe and only one busybox. I would expect no "OpenWith" and two busybox.exe's.
+		}
+	}
+
 	runSleepingContainer(c, "-d", "--name", "test")
 	exec := make(chan bool)
 	go func() {