diff --git a/dependency-check-cli/src/main/java/org/owasp/dependencycheck/App.java b/dependency-check-cli/src/main/java/org/owasp/dependencycheck/App.java
index 8d86946bf..fd4981e6e 100644
--- a/dependency-check-cli/src/main/java/org/owasp/dependencycheck/App.java
+++ b/dependency-check-cli/src/main/java/org/owasp/dependencycheck/App.java
@@ -160,7 +160,6 @@ public class App {
         final String suppressionFile = cli.getSuppressionFile();
         final boolean nexusDisabled = cli.isNexusDisabled();
         final String nexusUrl = cli.getNexusUrl();
-        final boolean nexusUsesProxy = cli.isNexusUsesProxy();
         final String databaseDriverName = cli.getDatabaseDriverName();
         final String databaseDriverPath = cli.getDatabaseDriverPath();
         final String connectionString = cli.getConnectionString();
@@ -182,6 +181,10 @@ public class App {
                 Logger.getLogger(App.class.getName()).log(Level.FINE, null, ex);
             }
         }
+        // We have to wait until we've merged the properties before attempting to set whether we use
+        // the proxy for Nexus since it could be disabled in the properties, but not explicitly stated
+        // on the command line
+        final boolean nexusUsesProxy = cli.isNexusUsesProxy();
         if (dataDirectory != null) {
             Settings.setString(Settings.KEYS.DATA_DIRECTORY, dataDirectory);
         } else if (System.getProperty("basedir") != null) {
diff --git a/dependency-check-cli/src/main/java/org/owasp/dependencycheck/cli/CliParser.java b/dependency-check-cli/src/main/java/org/owasp/dependencycheck/cli/CliParser.java
index 19b3f969e..f19e917b4 100644
--- a/dependency-check-cli/src/main/java/org/owasp/dependencycheck/cli/CliParser.java
+++ b/dependency-check-cli/src/main/java/org/owasp/dependencycheck/cli/CliParser.java
@@ -19,6 +19,7 @@ package org.owasp.dependencycheck.cli;
 
 import java.io.File;
 import java.io.FileNotFoundException;
+
 import org.apache.commons.cli.CommandLine;
 import org.apache.commons.cli.CommandLineParser;
 import org.apache.commons.cli.HelpFormatter;
@@ -29,6 +30,7 @@ import org.apache.commons.cli.Options;
 import org.apache.commons.cli.ParseException;
 import org.apache.commons.cli.PosixParser;
 import org.owasp.dependencycheck.reporting.ReportGenerator.Format;
+import org.owasp.dependencycheck.utils.InvalidSettingException;
 import org.owasp.dependencycheck.utils.Settings;
 
 /**
@@ -366,8 +368,14 @@ public final class CliParser {
      * @return true if the Nexus Analyzer should use the configured proxy to connect to Nexus; otherwise false
      */
     public boolean isNexusUsesProxy() {
+        // If they didn't specify whether Nexus needs to use the proxy, we should
+        // still honor the property if it's set.
         if (line == null || !line.hasOption(ArgumentName.NEXUS_USES_PROXY)) {
-            return true;
+            try {
+                return Settings.getBoolean(Settings.KEYS.ANALYZER_NEXUS_PROXY);
+            } catch (InvalidSettingException ise) {
+                return true;
+            }
         } else {
             return Boolean.parseBoolean(line.getOptionValue(ArgumentName.NEXUS_USES_PROXY));
         }
@@ -704,7 +712,7 @@ public final class CliParser {
         /**
          * The short CLI argument name for setting the location of an additional properties file.
          */
-        public static final String PROP_SHORT = "p";
+        public static final String PROP_SHORT = "P";
         /**
          * The CLI argument name for setting the location of an additional properties file.
          */