diff --git a/__tests__/index.test.ts b/__tests__/index.test.ts
index 8c3075466..c6ac6fd32 100644
--- a/__tests__/index.test.ts
+++ b/__tests__/index.test.ts
@@ -108,6 +108,41 @@ describe('cli', () => {
     versionMock.done();
   });
 
+  describe('logged-in user notifications', () => {
+    let consoleInfoSpy;
+    const getCommandOutput = () => {
+      return [consoleInfoSpy.mock.calls.join('\n\n')].filter(Boolean).join('\n\n');
+    };
+
+    beforeEach(() => {
+      conf.set('email', 'owlbert@readme.io');
+      conf.set('project', 'owlbert');
+      conf.set('apiKey', '123456');
+      consoleInfoSpy = jest.spyOn(console, 'info').mockImplementation();
+    });
+
+    afterEach(() => {
+      consoleInfoSpy.mockRestore();
+      conf.clear();
+    });
+
+    it('should inform a logged in user which project is being updated', async () => {
+      await expect(cli(['openapi', '--create', '--update'])).rejects.toThrow(
+        'The `--create` and `--update` options cannot be used simultaneously. Please use one or the other!'
+      );
+
+      expect(getCommandOutput()).toMatch('is currently logged in, using the stored API key for this project:');
+    });
+
+    it('should not inform a logged in user when they pass their own key', async () => {
+      await expect(cli(['openapi', '--create', '--update', '--key=asdf'])).rejects.toThrow(
+        'The `--create` and `--update` options cannot be used simultaneously. Please use one or the other!'
+      );
+
+      expect(getCommandOutput()).toBe('');
+    });
+  });
+
   it('should error with `rdme oas` arguments passed in', async () => {
     await expect(cli(['oas', 'endpoint'])).rejects.toThrow(/.*/);
   });
diff --git a/src/lib/baseCommand.ts b/src/lib/baseCommand.ts
index 1152ea63b..e15d6e96c 100644
--- a/src/lib/baseCommand.ts
+++ b/src/lib/baseCommand.ts
@@ -3,6 +3,8 @@ import type commands from '../cmds';
 import type { CommandLineOptions } from 'command-line-args';
 import type { OptionDefinition } from 'command-line-usage';
 
+import chalk from 'chalk';
+
 import configstore from './configstore';
 import isCI from './isCI';
 import { debug, info, warn } from './logger';
@@ -93,6 +95,17 @@ export default class Command {
     Command.debug(`opts: ${JSON.stringify(opts)}`);
 
     if (this.args.some(arg => arg.name === 'key')) {
+      if (opts.key && configstore.get('apiKey') === opts.key) {
+        info(
+          `🔑 ${configstore.get(
+            'email'
+          )} is currently logged in, using the stored API key for this project: ${chalk.blue(
+            configstore.get('project')
+          )}`,
+          false
+        );
+      }
+
       if (!opts.key) {
         if (isCI()) {
           throw new Error('No project API key provided. Please use `--key`.');