diff --git a/app-commons/src/main/scala/org/bitcoins/commons/util/NativeProcessFactory.scala b/app-commons/src/main/scala/org/bitcoins/commons/util/NativeProcessFactory.scala
index adbf0b86f6..53b4aa1121 100644
--- a/app-commons/src/main/scala/org/bitcoins/commons/util/NativeProcessFactory.scala
+++ b/app-commons/src/main/scala/org/bitcoins/commons/util/NativeProcessFactory.scala
@@ -29,9 +29,9 @@ trait NativeProcessFactory extends Logging {
   /** Starts the binary by spinning up a new process */
   def startBinary(): Future[Unit] = Future {
     processOpt match {
-      case Some(_) =>
+      case Some(p) =>
         //don't do anything as it is already started
-        logger.debug(s"Binary was already started!")
+        logger.info(s"Binary was already started! process=$p")
         ()
       case None =>
         if (cmd.nonEmpty) {
diff --git a/app/server/src/main/scala/org/bitcoins/server/BitcoinSServerMain.scala b/app/server/src/main/scala/org/bitcoins/server/BitcoinSServerMain.scala
index 9b76077ccc..e93f3eb845 100644
--- a/app/server/src/main/scala/org/bitcoins/server/BitcoinSServerMain.scala
+++ b/app/server/src/main/scala/org/bitcoins/server/BitcoinSServerMain.scala
@@ -169,7 +169,14 @@ class BitcoinSServerMain(override val serverArgParser: ServerArgParser)(implicit
     val callbacksF =
       chainApiF.map(chainApi => buildNeutrinoCallbacks(wsQueue, chainApi))
 
-    val startedNodeF = configuredNodeF.flatMap(_.start())
+    val startedNodeF = {
+      //can't start connecting to peers until tor is done starting
+      for {
+        _ <- startedTorConfigF
+        started <- configuredNodeF.flatMap(_.start())
+      } yield started
+    }
+
     val startedWalletF = configuredWalletF.flatMap(_.start())
     val startedDLCNodeF = dlcNodeF
       .flatMap(_.start())
diff --git a/tor/src/main/scala/org/bitcoins/tor/client/TorClient.scala b/tor/src/main/scala/org/bitcoins/tor/client/TorClient.scala
index ca6fa068c0..e4ef42da57 100644
--- a/tor/src/main/scala/org/bitcoins/tor/client/TorClient.scala
+++ b/tor/src/main/scala/org/bitcoins/tor/client/TorClient.scala
@@ -127,7 +127,11 @@ object TorClient extends Logging {
       //set files as executable
       torBundle.executables.foreach { f =>
         val executable = datadir.resolve(f)
-        executable.toFile.setExecutable(true)
+        val isExecutable = executable.toFile.setExecutable(true)
+        if (!isExecutable) {
+          sys.error(
+            s"Could not make file=${executable.toAbsolutePath} executable")
+        }
       }
 
       // write geoip files
@@ -139,7 +143,6 @@ object TorClient extends Logging {
 
       logger.info(
         s"Using prepackaged Tor from bitcoin-s resources, $executableFileName")
-
       executableFileName
     }
   }
diff --git a/tor/src/main/scala/org/bitcoins/tor/config/TorAppConfig.scala b/tor/src/main/scala/org/bitcoins/tor/config/TorAppConfig.scala
index 25939f835d..fa53dec309 100644
--- a/tor/src/main/scala/org/bitcoins/tor/config/TorAppConfig.scala
+++ b/tor/src/main/scala/org/bitcoins/tor/config/TorAppConfig.scala
@@ -105,7 +105,7 @@ case class TorAppConfig(
     * place for our node.
     */
   override def start(): Future[Unit] = {
-    if (torProvided) {
+    val f = if (torProvided) {
       logger.info(s"Tor provided to us, skipping start")
       Future.unit
     } else {
@@ -121,6 +121,7 @@ case class TorAppConfig(
           torLogFile.toFile.delete()
         }
         val client = createClient
+
         for {
           _ <- client.startBinary()
           _ = Runtime.getRuntime.addShutdownHook(new Thread() {
@@ -147,6 +148,8 @@ case class TorAppConfig(
         Future.unit
       }
     }
+    f.failed.foreach(err => logger.error("Error starting TorAppConfig", err))
+    f
   }
 
   override def stop(): Future[Unit] = {