diff --git a/packages/sfp-cli/src/commands/changelog/generate.ts b/packages/sfp-cli/src/commands/changelog/generate.ts
index 09c568d00..8258a363d 100644
--- a/packages/sfp-cli/src/commands/changelog/generate.ts
+++ b/packages/sfp-cli/src/commands/changelog/generate.ts
@@ -89,6 +89,8 @@ export default class GenerateChangelog extends SfpCommand {
                 this.flags.forcepush,
                 this.flags.branchname,
                 this.flags.nopush,
+                false,
+                undefined,
                 null
             );
 
diff --git a/packages/sfp-cli/src/impl/changelog/ChangelogImpl.ts b/packages/sfp-cli/src/impl/changelog/ChangelogImpl.ts
index 1326bec90..63b8e6be7 100644
--- a/packages/sfp-cli/src/impl/changelog/ChangelogImpl.ts
+++ b/packages/sfp-cli/src/impl/changelog/ChangelogImpl.ts
@@ -35,6 +35,7 @@ export default class ChangelogImpl {
         private branch: string,
         private nopush:boolean,
         private isDryRun: boolean,
+        private releaseConfigName:string,
         private org?: string
     ) {
         this.org = org?.toLowerCase();
@@ -145,7 +146,10 @@ export default class ChangelogImpl {
             if(this.isDryRun)
             {
                 const outputHandler:FileOutputHandler = FileOutputHandler.getInstance();
-                outputHandler.writeOutput('release-changelog.md',marked(new ChangelogMarkdownGenerator(releaseChangelog, this.workItemUrl, 1, false,true).generate()));
+                if(this.releaseConfigName){
+                    outputHandler.appendOutput('release-changelog.md',`# ReleaseConfig: ${this.releaseConfigName}`);
+                }
+                outputHandler.appendOutput('release-changelog.md',new ChangelogMarkdownGenerator(releaseChangelog, this.workItemUrl, 1, false,false).generate());
             }
 
 
diff --git a/packages/sfp-cli/src/impl/changelog/ChangelogMarkdownGenerator.ts b/packages/sfp-cli/src/impl/changelog/ChangelogMarkdownGenerator.ts
index e5c795b25..c308794c3 100644
--- a/packages/sfp-cli/src/impl/changelog/ChangelogMarkdownGenerator.ts
+++ b/packages/sfp-cli/src/impl/changelog/ChangelogMarkdownGenerator.ts
@@ -40,10 +40,10 @@ export default class ChangelogMarkdownGenerator {
 
             if (!release.names) {
                 payload += `\n<a id=${release['name']}></a>\n `; // Create anchor from release hash Id
-                payload += `# ${release['name']}\n`;
+                payload += `## ${release['name']}\n`;
             } else {
                 payload += `\n<a id=${release.hashId}></a>\n`; // Create anchor from release hash Id
-                payload += `# ${release.names.join(`/`)}\n `;
+                payload += `## ${release.names.join(`/`)}\n `;
                 payload += `Cumulative Release Number: <b>${release.buildNumber}</b> \n\n`;
                 if(release.date && !this.isForWorkItemOnlyOutput)
                   payload += `Matching defintion first created or deployed to an org on: ${release.date}\n `
diff --git a/packages/sfp-cli/src/impl/deploy/DeployImpl.ts b/packages/sfp-cli/src/impl/deploy/DeployImpl.ts
index f5340c0ce..6d335d9a6 100644
--- a/packages/sfp-cli/src/impl/deploy/DeployImpl.ts
+++ b/packages/sfp-cli/src/impl/deploy/DeployImpl.ts
@@ -524,7 +524,7 @@ export default class DeployImpl {
             }
             const table = getMarkdownTable(tableData);
             const outputHandler:FileOutputHandler = FileOutputHandler.getInstance();
-            outputHandler.writeOutput('deployment-breakdown.md',table) ;
+            outputHandler.appendOutput('deployment-breakdown.md',table) ;
         }
 
         function processColoursForAllPackages(pkg) {
diff --git a/packages/sfp-cli/src/impl/release/ReleaseImpl.ts b/packages/sfp-cli/src/impl/release/ReleaseImpl.ts
index 99eabbf67..076fb8552 100644
--- a/packages/sfp-cli/src/impl/release/ReleaseImpl.ts
+++ b/packages/sfp-cli/src/impl/release/ReleaseImpl.ts
@@ -18,6 +18,7 @@ import SfpPackage from '../../core/package/SfpPackage';
 import SfpPackageBuilder from '../../core/package/SfpPackageBuilder';
 import SfpPackageInquirer from '../../core/package/SfpPackageInquirer';
 import ReleaseDefinitionSorter from './ReleaseDefinitionSorter';
+import FileOutputHandler from '../../outputs/FileOutputHandler';
 
 export interface ReleaseProps {
     releaseDefinitions: ReleaseDefinition[];
@@ -72,6 +73,10 @@ export default class ReleaseImpl {
             this.props.waitTime
         );
 
+        //Clear up the deployment output
+        SFPLogger.log(`Clearing deployment output`, LoggerLevel.TRACE, this.logger);
+        FileOutputHandler.getInstance().deleteOutputFile(`deployment-breakdown.md`);
+        FileOutputHandler.getInstance().deleteOutputFile(`release-changelog.md`);
       
         let deploymentResults = await this.deployArtifacts(sortedReleaseDefns);
 
@@ -126,6 +131,7 @@ export default class ReleaseImpl {
                             this.props.branch,
                             false,
                             this.props.isDryRun,
+                            releaseDefinition.releaseConfigName,
                             this.props.targetOrg
                         );
 
@@ -254,6 +260,7 @@ export default class ReleaseImpl {
                 devhubUserName: this.props.devhubUserName,
             };
 
+            FileOutputHandler.getInstance().appendOutput(`deployment-breakdown.md`,`## ReleaseConfig: ${releaseDefinition.releaseConfigName?releaseDefinition.releaseConfigName:""}\n`);
             let deployImpl: DeployImpl = new DeployImpl(deployProps);
 
             let deploymentResult = await deployImpl.exec();
diff --git a/packages/sfp-cli/src/outputs/FileOutputHandler.ts b/packages/sfp-cli/src/outputs/FileOutputHandler.ts
index cba026c60..a9436b092 100644
--- a/packages/sfp-cli/src/outputs/FileOutputHandler.ts
+++ b/packages/sfp-cli/src/outputs/FileOutputHandler.ts
@@ -32,4 +32,10 @@ export default class FileOutputHandler {
     fs.appendFileSync(path.join(this.containerFolder, fileName), output);
   }
 
+  public deleteOutputFile(fileName: string) {
+    if (fs.existsSync(path.join(this.containerFolder, fileName))) {
+      fs.unlinkSync(path.join(this.containerFolder, fileName));
+    }
+  }
+
 }
\ No newline at end of file