diff --git a/agent/proxy/daemon.go b/agent/proxy/daemon.go
index 15950c196c..e9bf318a28 100644
--- a/agent/proxy/daemon.go
+++ b/agent/proxy/daemon.go
@@ -165,7 +165,25 @@ func (p *Daemon) keepAlive(stopCh <-chan struct{}, exitedCh chan<- struct{}) {
 
 		}
 
+		// Wait for the process to exit. Note that if we restored this proxy
+		// then Wait will always fail because we likely aren't the parent
+		// process. Therefore, we do an extra sanity check after to use other
+		// syscalls to verify the process is truly dead.
 		ps, err := process.Wait()
+		if _, err := findProcess(process.Pid); err == nil {
+			select {
+			case <-time.After(1 * time.Second):
+				// We want a busy loop, but not too busy. 1 second between
+				// detecting a process death seems reasonable.
+
+			case <-stopCh:
+				// If we receive a stop request we want to exit immediately.
+				return
+			}
+
+			continue
+		}
+
 		process = nil
 		if err != nil {
 			p.Logger.Printf("[INFO] agent/proxy: daemon exited with error: %s", err)
@@ -336,15 +354,10 @@ func (p *Daemon) UnmarshalSnapshot(m map[string]interface{}) error {
 		Env:  s.CommandEnv,
 	}
 
-	// For the pid, we want to find the process.
-	proc, err := os.FindProcess(s.Pid)
-	if err != nil {
-		return err
-	}
-
 	// FindProcess on many systems returns no error even if the process
 	// is now dead. We perform an extra check that the process is alive.
-	if err := processAlive(proc); err != nil {
+	proc, err := findProcess(s.Pid)
+	if err != nil {
 		return err
 	}
 
diff --git a/agent/proxy/process_unix.go b/agent/proxy/process_unix.go
index 6db64c59c7..deb45d080d 100644
--- a/agent/proxy/process_unix.go
+++ b/agent/proxy/process_unix.go
@@ -3,21 +3,28 @@
 package proxy
 
 import (
+	"fmt"
 	"os"
 	"syscall"
 )
 
-// processAlive for non-Windows. Note that this very likely doesn't
+// findProcess for non-Windows. Note that this very likely doesn't
 // work for all non-Windows platforms Go supports and we should expand
 // support as we experience it.
-func processAlive(p *os.Process) error {
+func findProcess(pid int) (*os.Process, error) {
+	// FindProcess never fails on unix-like systems.
+	p, err := os.FindProcess(pid)
+	if err != nil {
+		return nil, err
+	}
+
 	// On Unix-like systems, we can verify a process is alive by sending
 	// a 0 signal. This will do nothing to the process but will still
 	// return errors if the process is gone.
-	err := p.Signal(syscall.Signal(0))
+	err = p.Signal(syscall.Signal(0))
 	if err == nil || err == syscall.EPERM {
-		return nil
+		return p, nil
 	}
 
-	return err
+	return nil, fmt.Errorf("process is dead")
 }
diff --git a/agent/proxy/process_windows.go b/agent/proxy/process_windows.go
index 0268958e91..0a00d81ee0 100644
--- a/agent/proxy/process_windows.go
+++ b/agent/proxy/process_windows.go
@@ -3,17 +3,12 @@
 package proxy
 
 import (
-	"fmt"
 	"os"
 )
 
-func processAlive(p *os.Process) error {
+func findProcess(pid int) (*os.Process, error) {
 	// On Windows, os.FindProcess will error if the process is not alive,
 	// so we don't have to do any further checking. The nature of it being
 	// non-nil means it seems to be healthy.
-	if p == nil {
-		return fmt.Errof("process no longer alive")
-	}
-
-	return nil
+	return os.FindProcess(pid)
 }
diff --git a/agent/proxy/snapshot.go b/agent/proxy/snapshot.go
index 8f81a182a2..dbe03fd83d 100644
--- a/agent/proxy/snapshot.go
+++ b/agent/proxy/snapshot.go
@@ -151,8 +151,13 @@ func (m *Manager) Restore(path string) error {
 			return err
 		}
 
+		// Unmarshal the proxy. If there is an error we just continue on and
+		// ignore it. Errors restoring proxies should be exceptionally rare
+		// and only under scenarios where the proxy isn't running anymore or
+		// we won't have permission to access it. We log and continue.
 		if err := p.UnmarshalSnapshot(sp.Config); err != nil {
-			return err
+			m.Logger.Printf("[WARN] agent/proxy: error restoring proxy %q: %s", id, err)
+			continue
 		}
 
 		proxies[id] = p