diff --git a/news/2 Fixes/18436.md b/news/2 Fixes/18436.md
new file mode 100644
index 000000000000..41af906ea823
--- /dev/null
+++ b/news/2 Fixes/18436.md	
@@ -0,0 +1 @@
+Revert to old way of running debugger if conda version less than 4.9.0.
diff --git a/src/client/debugger/extension/adapter/factory.ts b/src/client/debugger/extension/adapter/factory.ts
index 5f69ca1a1bdb..37d2f669a3cf 100644
--- a/src/client/debugger/extension/adapter/factory.ts
+++ b/src/client/debugger/extension/adapter/factory.ts
@@ -15,7 +15,7 @@ import {
 import { IApplicationShell } from '../../../common/application/types';
 import { EXTENSION_ROOT_DIR } from '../../../constants';
 import { IInterpreterService } from '../../../interpreter/contracts';
-import { traceVerbose } from '../../../logging';
+import { traceLog, traceVerbose } from '../../../logging';
 import { Conda } from '../../../pythonEnvironments/common/environmentManagers/conda';
 import { EnvironmentType, PythonEnvironment } from '../../../pythonEnvironments/info';
 import { sendTelemetryEvent } from '../../../telemetry';
@@ -49,8 +49,14 @@ export class DebugAdapterDescriptorFactory implements IDebugAdapterDescriptorFac
 
         if (configuration.request === 'attach') {
             if (configuration.connect !== undefined) {
+                traceLog(
+                    `Connecting to DAP Server at:  ${configuration.connect.host ?? '127.0.0.1'}:${
+                        configuration.connect.port
+                    }`,
+                );
                 return new DebugAdapterServer(configuration.connect.port, configuration.connect.host ?? '127.0.0.1');
             } else if (configuration.port !== undefined) {
+                traceLog(`Connecting to DAP Server at:  ${configuration.host ?? '127.0.0.1'}:${configuration.port}`);
                 return new DebugAdapterServer(configuration.port, configuration.host ?? '127.0.0.1');
             } else if (configuration.listen === undefined && configuration.processId === undefined) {
                 throw new Error('"request":"attach" requires either "connect", "listen", or "processId"');
@@ -70,10 +76,9 @@ export class DebugAdapterDescriptorFactory implements IDebugAdapterDescriptorFac
             const logArgs = configuration.logToFile ? ['--log-dir', EXTENSION_ROOT_DIR] : [];
 
             if (configuration.debugAdapterPath !== undefined) {
-                return new DebugAdapterExecutable(
-                    executable,
-                    command.concat([configuration.debugAdapterPath, ...logArgs]),
-                );
+                const args = command.concat([configuration.debugAdapterPath, ...logArgs]);
+                traceLog(`DAP Server launched with command: ${executable} ${args.join(' ')}`);
+                return new DebugAdapterExecutable(executable, args);
             }
 
             const debuggerAdapterPathToUse = path.join(
@@ -85,8 +90,10 @@ export class DebugAdapterDescriptorFactory implements IDebugAdapterDescriptorFac
                 'adapter',
             );
 
+            const args = command.concat([debuggerAdapterPathToUse, ...logArgs]);
+            traceLog(`DAP Server launched with command: ${executable} ${args.join(' ')}`);
             sendTelemetryEvent(EventName.DEBUG_ADAPTER_USING_WHEELS_PATH, undefined, { usingWheels: true });
-            return new DebugAdapterExecutable(executable, command.concat([debuggerAdapterPathToUse, ...logArgs]));
+            return new DebugAdapterExecutable(executable, args);
         }
 
         // Unlikely scenario.
@@ -136,10 +143,16 @@ export class DebugAdapterDescriptorFactory implements IDebugAdapterDescriptorFac
         return this.getExecutableCommand(interpreters[0]);
     }
 
+    private async getCondaCommand(): Promise<Conda | undefined> {
+        const condaCommand = await Conda.getConda();
+        const isCondaRunSupported = await condaCommand?.isCondaRunSupported();
+        return isCondaRunSupported ? condaCommand : undefined;
+    }
+
     private async getExecutableCommand(interpreter: PythonEnvironment | undefined): Promise<string[]> {
         if (interpreter) {
             if (interpreter.envType === EnvironmentType.Conda) {
-                const condaCommand = await Conda.getConda();
+                const condaCommand = await this.getCondaCommand();
                 if (condaCommand) {
                     if (interpreter.envName) {
                         return [
diff --git a/src/client/pythonEnvironments/common/environmentManagers/conda.ts b/src/client/pythonEnvironments/common/environmentManagers/conda.ts
index c46246ef2017..0db2f81c39d1 100644
--- a/src/client/pythonEnvironments/common/environmentManagers/conda.ts
+++ b/src/client/pythonEnvironments/common/environmentManagers/conda.ts
@@ -447,4 +447,12 @@ export class Conda {
         traceError(`Unable to parse version of Conda, ${versionString}`);
         return new SemVer('0.0.1');
     }
+
+    public async isCondaRunSupported(): Promise<boolean> {
+        const condaVersion = await this.getCondaVersion();
+        if (condaVersion && lt(condaVersion, CONDA_RUN_VERSION)) {
+            return false;
+        }
+        return true;
+    }
 }