diff --git a/lib/vmfloaty.rb b/lib/vmfloaty.rb
index 41e5d37..b5ef327 100644
--- a/lib/vmfloaty.rb
+++ b/lib/vmfloaty.rb
@@ -55,11 +55,15 @@ class Vmfloaty
                 raise "You did not provide a user to authenticate to vmpooler with"
               end
               pass = password "Enter your password please:", '*'
-              token = Auth.get_token(verbose, url, user, pass)
-              unless token.nil?
-                puts "\nToken retrieved!"
-                puts token
+              begin
+                token = Auth.get_token(verbose, url, user, pass)
+              rescue => e
+                STDERR.puts e
+                exit 1
               end
+
+              puts "\nToken retrieved!"
+              puts token
             end
 
             response = Pooler.retrieve(verbose, os_types, token, url)
@@ -91,16 +95,18 @@ class Vmfloaty
 
         if active
           # list active vms
-          status = Auth.token_status(verbose, url, token)
-          unless status.nil?
-            # print vms
-            vms = status[token]['vms']
-            if vms.nil?
-              STDERR.puts "You have no running vms"
-              exit 0
-            end
-          else
-            STDERR.puts "Could not retrieve active vms"
+          begin
+            status = Auth.token_status(verbose, url, token)
+          rescue => e
+            STDERR.puts e
+            exit 1
+          end
+
+          # print vms
+          vms = status[token]['vms']
+          if vms.nil?
+            STDERR.puts "You have no running vms"
+            exit 0
           end
 
           running_vms = vms['running']
@@ -199,10 +205,10 @@ class Vmfloaty
 
         if delete_all
           # get vms with token
-          status = Auth.token_status(verbose, url, token)
-
-          if status.nil?
-            STDERR.puts "Could not retrieve status with token"
+          begin
+            status = Auth.token_status(verbose, url, token)
+          rescue => e
+            STDERR.puts e
             exit 1
           end
 
@@ -348,27 +354,33 @@ class Vmfloaty
         case action
         when "get"
           pass = password "Enter your password please:", '*'
-          token = Auth.get_token(verbose, url, user, pass)
-          unless token.nil?
-            puts token
-          else
-            STDERR.puts 'Could not make a request for a token'
+          begin
+            token = Auth.get_token(verbose, url, user, pass)
+          rescue => e
+            STDERR.puts e
+            exit 1
           end
+          puts token
+          exit 0
         when "delete"
           pass = password "Enter your password please:", '*'
-          result = Auth.delete_token(verbose, url, user, pass, token)
-          unless result.nil?
-            puts result
-          else
-            STDERR.puts 'Could not make a request to delete a token'
+          begin
+            result = Auth.delete_token(verbose, url, user, pass, token)
+          rescue => e
+            STDERR.puts e
+            exit 1
           end
+          puts result
+          exit 1
         when "status"
-          status = Auth.token_status(verbose, url, token)
-          unless status.nil?
-            puts status
-          else
-            STDERR.puts 'Could not make a request to get token status'
+          begin
+            status = Auth.token_status(verbose, url, token)
+          rescue => e
+            STDERR.puts e
+            exit 1
           end
+          puts status
+          exit 0
         when nil
           STDERR.puts "No action provided"
         else
@@ -407,12 +419,14 @@ class Vmfloaty
             raise "You did not provide a user to authenticate to vmpooler with"
           end
           pass = password "Enter your password please:", '*'
-          token = Auth.get_token(verbose, url, user, pass)
-          unless token.nil?
+          begin
+            token = Auth.get_token(verbose, url, user, pass)
+          rescue => e
+            STDERR.puts e
+            STDERR.puts 'Could not get token...requesting vm without a token anyway...'
+          else
             puts "\nToken retrieved!"
             puts token
-          else
-            STDERR.puts 'Could not get token...requesting vm without a token anyway...'
           end
         end
 
diff --git a/lib/vmfloaty/auth.rb b/lib/vmfloaty/auth.rb
index 9ca9d4e..2afc170 100644
--- a/lib/vmfloaty/auth.rb
+++ b/lib/vmfloaty/auth.rb
@@ -1,6 +1,7 @@
 require 'faraday'
 require 'json'
 require 'vmfloaty/http'
+require 'vmfloaty/errors'
 
 class Auth
   def self.get_token(verbose, url, user, password)
@@ -12,15 +13,13 @@ class Auth
     if res_body["ok"]
       return res_body["token"]
     else
-      STDERR.puts "There was a problem with your request:\n#{res_body}"
-      return nil
+      raise TokenError, "HTTP #{resp.status}: There was a problem requesting a token:\n#{res_body}"
     end
   end
 
   def self.delete_token(verbose, url, user, password, token)
     if token.nil?
       STDERR.puts 'You did not provide a token'
-      return nil
     end
 
     conn = Http.get_conn_with_auth(verbose, url, user, password)
@@ -30,15 +29,13 @@ class Auth
     if res_body["ok"]
       return res_body
     else
-      STDERR.puts "There was a problem with your request:\n#{res_body}"
-      return nil
+      raise TokenError, "HTTP #{response.status}: There was a problem deleting a token:\n#{res_body}"
     end
   end
 
   def self.token_status(verbose, url, token)
     if token.nil?
       STDERR.puts 'You did not provide a token'
-      return nil
     end
 
     conn = Http.get_conn(verbose, url)
@@ -49,8 +46,7 @@ class Auth
     if res_body["ok"]
       return res_body
     else
-      STDERR.puts "There was a problem with your request:\n#{res_body}"
-      return nil
+      raise TokenError, "HTTP #{response.status}: There was a problem getting the status of a token:\n#{res_body}"
     end
   end
 end
diff --git a/lib/vmfloaty/errors.rb b/lib/vmfloaty/errors.rb
index b92211d..03e7861 100644
--- a/lib/vmfloaty/errors.rb
+++ b/lib/vmfloaty/errors.rb
@@ -3,3 +3,9 @@ class AuthError < StandardError
     super
   end
 end
+
+class TokenError < StandardError
+  def initialize(msg="Could not do operation with token provided")
+    super
+  end
+end
diff --git a/spec/vmfloaty/auth_spec.rb b/spec/vmfloaty/auth_spec.rb
index 7cef87a..c6e1d98 100644
--- a/spec/vmfloaty/auth_spec.rb
+++ b/spec/vmfloaty/auth_spec.rb
@@ -20,6 +20,14 @@ describe Pooler do
       token = Auth.get_token(false, @vmpooler_url, "first.last", "password")
       expect(token).to eq @token
     end
+
+    it "raises a token error if something goes wrong" do
+      stub_request(:post, "https://first.last:password@vmpooler.example.com/token").
+                 with(:headers => {'Accept'=>'*/*', 'Accept-Encoding'=>'gzip;q=1.0,deflate;q=0.6,identity;q=0.3', 'Content-Length'=>'0', 'User-Agent'=>'Faraday v0.9.2'}).
+                 to_return(:status => 500, :body => "{\"ok\":false}", :headers => {})
+
+      expect{ Auth.get_token(false, @vmpooler_url, "first.last", "password") }.to raise_error(TokenError)
+    end
   end
 
   describe "#delete_token" do
@@ -35,6 +43,14 @@ describe Pooler do
 
       expect(Auth.delete_token(false, @vmpooler_url, "first.last", "password", @token)).to eq JSON.parse(@delete_token_response)
     end
+
+    it "raises a token error if something goes wrong" do
+      stub_request(:delete, "https://first.last:password@vmpooler.example.com/token/utpg2i2xswor6h8ttjhu3d47z53yy47y").
+        with(:headers => {'Accept'=>'*/*', 'Accept-Encoding'=>'gzip;q=1.0,deflate;q=0.6,identity;q=0.3', 'User-Agent'=>'Faraday v0.9.2'}).
+        to_return(:status => 500, :body => "{\"ok\":false}", :headers => {})
+
+      expect{ Auth.delete_token(false, @vmpooler_url, "first.last", "password", @token) }.to raise_error(TokenError)
+    end
   end
 
   describe "#token_status" do
@@ -50,5 +66,13 @@ describe Pooler do
 
       expect(Auth.token_status(false, @vmpooler_url, @token)).to eq JSON.parse(@token_status_response)
     end
+
+    it "raises a token error if something goes wrong" do
+      stub_request(:get, "#{@vmpooler_url}/token/utpg2i2xswor6h8ttjhu3d47z53yy47y").
+        with(:headers => {'Accept'=>'*/*', 'Accept-Encoding'=>'gzip;q=1.0,deflate;q=0.6,identity;q=0.3', 'User-Agent'=>'Faraday v0.9.2'}).
+        to_return(:status => 500, :body => "{\"ok\":false}", :headers => {})
+
+      expect{ Auth.token_status(false, @vmpooler_url, @token) }.to raise_error(TokenError)
+    end
   end
 end