diff --git a/packages/cli/test/cases/develop.config.base-path/develop.config.base-path.spec.js b/packages/cli/test/cases/develop.config.base-path/develop.config.base-path.spec.js
new file mode 100644
index 000000000..95596f459
--- /dev/null
+++ b/packages/cli/test/cases/develop.config.base-path/develop.config.base-path.spec.js
@@ -0,0 +1,301 @@
+/*
+ * Use Case
+ * Run Greenwood develop command with no config.
+ *
+ * User Result
+ * Should start the development server and render a bare bones Greenwood build.
+ *
+ * User Command
+ * greenwood develop
+ *
+ * User Config
+ * devServer: {
+ *   basePath: '/my-path'
+ * }
+ *
+ * User Workspace
+ * src/
+ *   assets/
+ *     logo.png
+ *   components/
+ *     card.js
+ *   pages/
+ *     index.html
+ *   styles/
+ *     main.css
+ * package.json
+ */
+import chai from 'chai';
+import { JSDOM } from 'jsdom';
+import path from 'path';
+import { getSetupFiles } from '../../../../../test/utils.js';
+import request from 'request';
+import { Runner } from 'gallinago';
+import { fileURLToPath, URL } from 'url';
+
+const expect = chai.expect;
+
+describe('Develop Greenwood With: ', function() {
+  const LABEL = 'Base Path Configuration';
+  const cliPath = path.join(process.cwd(), 'packages/cli/src/index.js');
+  const outputPath = fileURLToPath(new URL('.', import.meta.url));
+  const hostname = 'http://localhost';
+  const port = 1984;
+  const basePath = '/my-path';
+  let runner;
+
+  before(function() {
+    this.context = {
+      hostname: `${hostname}:${port}`
+    };
+    runner = new Runner();
+  });
+
+  describe(LABEL, function() {
+
+    before(async function() {
+      
+      await runner.setup(outputPath, [
+        ...getSetupFiles(outputPath)
+      ]);
+
+      return new Promise(async (resolve) => {
+        setTimeout(() => {
+          resolve();
+        }, 5000);
+
+        await runner.runCommand(cliPath, 'develop');
+      });
+    });
+
+    describe('Develop command specific HTML behaviors', function() {
+      let response = {};
+      let dom;
+
+      before(async function() {
+        return new Promise((resolve, reject) => {
+          request.get({
+            url: `http://127.0.0.1:${port}${basePath}/`,
+            headers: {
+              accept: 'text/html'
+            }
+          }, (err, res, body) => {
+            if (err) {
+              reject();
+            }
+
+            response = res;
+            dom = new JSDOM(body);
+            
+            resolve();
+          });
+        });
+      });
+
+      it('should return the correct content type', function(done) {
+        expect(response.headers['content-type']).to.contain('text/html');
+        done();
+      });
+
+      it('should return a 200', function(done) {
+        expect(response.statusCode).to.equal(200);
+
+        done();
+      });
+
+      it('should have the expected heading tag in the DOM', function(done) {
+        const headings = Array.from(dom.window.document.querySelectorAll('body > h1'));
+
+        expect(headings.length).to.equal(1);
+        expect(headings[0].textContent).to.equal('Hello World');
+
+        done();
+      });
+
+      it('should have the expected <app-card> tag in the DOM', function(done) {
+        const cards = Array.from(dom.window.document.querySelectorAll('body > app-card'));
+
+        expect(cards.length).to.equal(1);
+
+        done();
+      });
+    });
+
+    describe('Develop command specific JavaScript behaviors for user authored custom element', function() {
+      let response = {};
+
+      before(async function() {
+        return new Promise((resolve, reject) => {
+          request.get(`${hostname}:${port}${basePath}/components/card.js`, (err, res, body) => {
+            if (err) {
+              reject();
+            }
+
+            response = res;
+            response.body = body;
+
+            resolve();
+          });
+        });
+      });
+
+      it('should return a 200 status', function(done) {
+        expect(response.statusCode).to.equal(200);
+        done();
+      });
+
+      it('should return the correct content type', function(done) {
+        expect(response.headers['content-type']).to.contain('text/javascript');
+        done();
+      });
+
+      it('should return the correct response body', function(done) {
+        expect(response.body).to.contain('class Card extends HTMLElement');
+        done();
+      });
+    });
+
+    describe('Develop command specific CSS behaviors', function() {
+      let response = {};
+
+      before(async function() {
+        return new Promise((resolve, reject) => {
+          request.get(`${hostname}:${port}${basePath}/styles/main.css`, (err, res, body) => {
+            if (err) {
+              reject();
+            }
+
+            response = res;
+            response.body = body;
+
+            resolve();
+          });
+        });
+      });
+
+      it('should eturn a 200 status', function(done) {
+        expect(response.statusCode).to.equal(200);
+        done();
+      });
+
+      it('should return the correct content type', function(done) {
+        expect(response.headers['content-type']).to.contain('text/css');
+        done();
+      });
+
+      it('should return the correct response body', function(done) {
+        expect(response.body).to.contain('color: blue;');
+        done();
+      });
+    });
+
+    describe('Develop command with image (png) specific behavior', function() {
+      const ext = 'png';
+      let response = {};
+
+      before(async function() {
+        return new Promise((resolve, reject) => {
+
+          request.get(`${hostname}:${port}${basePath}/assets/logo.${ext}`, (err, res, body) => {
+            if (err) {
+              reject();
+            }
+
+            response = res;
+            response.body = body;
+
+            resolve();
+          });
+        });
+      });
+
+      it('should return a 200 status', function(done) {
+        expect(response.statusCode).to.equal(200);
+        done();
+      });
+
+      it('should return the correct content type', function(done) {
+        expect(response.headers['content-type']).to.contain(`image/${ext}`);
+        done();
+      });
+
+      it('should return binary data', function(done) {
+        expect(response.body).to.contain('PNG');
+        done();
+      });
+    });
+
+    // TODO
+    // proxies to https://jsonplaceholder.typicode.com/posts via greenwood.config.js
+    // describe('Develop command with dev proxy', function() {
+    //   let response = {};
+
+    //   before(async function() {
+    //     return new Promise((resolve, reject) => {
+    //       request.get(`${hostname}:${port}/posts?id=7`, (err, res, body) => {
+    //         if (err) {
+    //           reject();
+    //         }
+
+    //         response = res;
+    //         response.body = JSON.parse(body);
+
+    //         resolve();
+    //       });
+    //     });
+    //   });
+
+    //   it('should return a 200 status', function(done) {
+    //     expect(response.statusCode).to.equal(200);
+    //     done();
+    //   });
+
+    //   it('should return the correct content type', function(done) {
+    //     expect(response.headers['content-type']).to.contain('application/json');
+    //     done();
+    //   });
+
+    //   it('should return the correct response body', function(done) {
+    //     expect(response.body).to.have.lengthOf(1);
+    //     done();
+    //   });
+    // });
+
+    // TODO
+    // describe('Develop command with API specific behaviors', function() {
+    //   const name = 'Greenwood';
+    //   let response = {};
+    //   let data = {};
+
+    //   before(async function() {
+    //     response = await fetch(`${hostname}:${port}/api/greeting?name=${name}`);
+
+    //     data = await response.json();
+    //   });
+
+    //   it('should return a 200 status', function(done) {
+    //     expect(response.ok).to.equal(true);
+    //     expect(response.status).to.equal(200);
+    //     done();
+    //   });
+
+    //   it('should return the correct content type', function(done) {
+    //     expect(response.headers.get('content-type')).to.equal('application/json; charset=utf-8');
+    //     done();
+    //   });
+
+    //   it('should return the correct response body', function(done) {
+    //     expect(data.message).to.equal(`Hello ${name}!!!`);
+    //     done();
+    //   });
+    // });
+  });
+
+  after(function() {
+    runner.stopCommand();
+    runner.teardown([
+      path.join(outputPath, '.greenwood'),
+      path.join(outputPath, 'node_modules')
+    ]);
+  });
+});
\ No newline at end of file
diff --git a/packages/cli/test/cases/develop.config.base-path/greenwood.config.js b/packages/cli/test/cases/develop.config.base-path/greenwood.config.js
new file mode 100644
index 000000000..95cf3b707
--- /dev/null
+++ b/packages/cli/test/cases/develop.config.base-path/greenwood.config.js
@@ -0,0 +1,3 @@
+export default {
+  basePath: '/my-path'
+};
\ No newline at end of file
diff --git a/packages/cli/test/cases/develop.config.base-path/package.json b/packages/cli/test/cases/develop.config.base-path/package.json
new file mode 100644
index 000000000..ab6239c28
--- /dev/null
+++ b/packages/cli/test/cases/develop.config.base-path/package.json
@@ -0,0 +1,4 @@
+{
+  "name": "test-develop-command-config-base-path",
+  "type": "module"
+}
\ No newline at end of file
diff --git a/packages/cli/test/cases/develop.config.base-path/src/assets/logo.png b/packages/cli/test/cases/develop.config.base-path/src/assets/logo.png
new file mode 100644
index 000000000..786360832
Binary files /dev/null and b/packages/cli/test/cases/develop.config.base-path/src/assets/logo.png differ
diff --git a/packages/cli/test/cases/develop.config.base-path/src/components/card.js b/packages/cli/test/cases/develop.config.base-path/src/components/card.js
new file mode 100644
index 000000000..65a013b75
--- /dev/null
+++ b/packages/cli/test/cases/develop.config.base-path/src/components/card.js
@@ -0,0 +1,22 @@
+const template = document.createElement('template');
+
+template.innerHTML = `
+  <div class="card">
+    <slot name="title">My default title</slot>
+    <slot name="image"></slot>
+  </div>
+  <hr/>
+`;
+
+class Card extends HTMLElement {
+  connectedCallback() {
+    if (!this.shadowRoot) {
+      this.attachShadow({ mode: 'open' });
+      this.shadowRoot.appendChild(template.content.cloneNode(true));
+    }
+  }
+}
+
+customElements.define('app-card', Card);
+
+export default Card;
\ No newline at end of file
diff --git a/packages/cli/test/cases/develop.config.base-path/src/pages/index.html b/packages/cli/test/cases/develop.config.base-path/src/pages/index.html
new file mode 100644
index 000000000..9b506b6cc
--- /dev/null
+++ b/packages/cli/test/cases/develop.config.base-path/src/pages/index.html
@@ -0,0 +1,16 @@
+<html>
+
+  <head>
+    <script type="module" src="../components/card.js"></script>
+    <link rel="stylesheet" href="../styles/main.css"><link>
+  </head>
+
+  <body>
+    <h1>Hello World</h1>
+    <app-card>
+      <h2 slot="title">Greenwood Logo</h2>
+      <img slot="image" src="/my-app/assets/logo.png" alt="Greenwood Logo"/>
+    </app-card>
+  </body>
+  
+</html>
\ No newline at end of file
diff --git a/packages/cli/test/cases/develop.config.base-path/src/styles/main.css b/packages/cli/test/cases/develop.config.base-path/src/styles/main.css
new file mode 100644
index 000000000..9a7b45f93
--- /dev/null
+++ b/packages/cli/test/cases/develop.config.base-path/src/styles/main.css
@@ -0,0 +1,3 @@
+* {
+  color: blue;
+}
\ No newline at end of file
diff --git a/packages/cli/test/cases/serve.config.base-path/greenwood.config.js b/packages/cli/test/cases/serve.config.base-path/greenwood.config.js
new file mode 100644
index 000000000..95cf3b707
--- /dev/null
+++ b/packages/cli/test/cases/serve.config.base-path/greenwood.config.js
@@ -0,0 +1,3 @@
+export default {
+  basePath: '/my-path'
+};
\ No newline at end of file
diff --git a/packages/cli/test/cases/serve.config.base-path/serve.config.base-path.spec.js b/packages/cli/test/cases/serve.config.base-path/serve.config.base-path.spec.js
new file mode 100644
index 000000000..612df879e
--- /dev/null
+++ b/packages/cli/test/cases/serve.config.base-path/serve.config.base-path.spec.js
@@ -0,0 +1,279 @@
+/*
+ * Use Case
+ * Run Greenwood serve command with no config.
+ *
+ * User Result
+ * Should start the production server and render a bare bones Greenwood build.
+ *
+ * User Command
+ * greenwood serve
+ *
+ * User Config
+ * devServer: {
+ *   basePath: '/my-path'
+ * }
+ *
+ * User Workspace
+ * src/
+ *   assets/
+ *     logo.png
+ *   components/
+ *     card.js
+ *   pages/
+ *     index.html
+ *   styles/
+ *     main.css
+ * package.json
+ */
+import chai from 'chai';
+import { JSDOM } from 'jsdom';
+import path from 'path';
+import { getSetupFiles, getOutputTeardownFiles } from '../../../../../test/utils.js';
+import request from 'request';
+import { Runner } from 'gallinago';
+import { fileURLToPath, URL } from 'url';
+
+const expect = chai.expect;
+
+describe('Serve Greenwood With: ', function() {
+  const LABEL = 'Base Path Configuration';
+  const cliPath = path.join(process.cwd(), 'packages/cli/src/index.js');
+  const outputPath = fileURLToPath(new URL('.', import.meta.url));
+  const hostname = 'http://127.0.0.1:8080';
+  const basePath = '/my-path';
+  const jsHash = '4bcc801e';
+  const cssHash = '1454013616';
+  let runner;
+
+  before(function() {
+    this.context = {
+      hostname
+    };
+    runner = new Runner();
+  });
+
+  describe(LABEL, function() {
+
+    before(async function() {
+      await runner.setup(outputPath, getSetupFiles(outputPath));
+      await runner.runCommand(cliPath, 'build');
+      
+      return new Promise(async (resolve) => {
+        setTimeout(() => {
+          resolve();
+        }, 10000);
+
+        await runner.runCommand(cliPath, 'serve');
+      });
+    });
+
+    describe('Serve command specific HTML behaviors', function() {
+      let response = {};
+      let dom;
+
+      before(async function() {
+        return new Promise((resolve, reject) => {
+          request.get({
+            url: `${hostname}${basePath}/`,
+            headers: {
+              accept: 'text/html'
+            }
+          }, (err, res, body) => {
+            if (err) {
+              reject();
+            }
+
+            response = res;
+            dom = new JSDOM(body);
+            
+            resolve();
+          });
+        });
+      });
+
+      it('should return the correct content type', function(done) {
+        expect(response.headers['content-type']).to.contain('text/html');
+        done();
+      });
+
+      it('should return a 200', function(done) {
+        expect(response.statusCode).to.equal(200);
+
+        done();
+      });
+
+      it('should have the expected heading tag in the DOM', function(done) {
+        const headings = Array.from(dom.window.document.querySelectorAll('body > h1'));
+
+        expect(headings.length).to.equal(1);
+        expect(headings[0].textContent).to.equal('Hello World');
+
+        done();
+      });
+
+      it('should have the expected <app-card> tag in the DOM', function(done) {
+        const cards = Array.from(dom.window.document.querySelectorAll('body > app-card'));
+
+        expect(cards.length).to.equal(1);
+
+        done();
+      });
+
+      it('should have the correct script link preload tag path in the DOM', function(done) {
+        const links = Array
+          .from(dom.window.document.querySelectorAll('head > link'))
+          .filter(link => link.getAttribute('as') === 'script');
+
+        expect(links.length).to.equal(1);
+        expect(links[0].getAttribute('href')).to.equal(`${basePath}/card.${jsHash}.js`);
+
+        done();
+      });
+
+      it('should have the correct script tag path in the DOM', function(done) {
+        const scripts = Array.from(dom.window.document.querySelectorAll('head > script'));
+
+        expect(scripts.length).to.equal(1);
+        expect(scripts[0].getAttribute('src')).to.equal(`${basePath}/card.${jsHash}.js`);
+
+        done();
+      });
+
+      // <link rel="preload" href="/my-path/styles/main.1454013616.css" as="style" crossorigin="anonymous"></link>
+      it('should have the correct style preload tag path in the DOM', function(done) {
+        const links = Array
+          .from(dom.window.document.querySelectorAll('head > link'))
+          .filter(link => link.getAttribute('as') === 'style');
+
+        expect(links.length).to.equal(1);
+        expect(links[0].getAttribute('href')).to.equal(`${basePath}/styles/main.${cssHash}.css`);
+
+        done();
+      });
+
+      it('should have the correct link tag for the stylesheet in the DOM', function(done) {
+        const styles = Array
+          .from(dom.window.document.querySelectorAll('head > link'))
+          .filter(link => link.getAttribute('rel') === 'stylesheet');
+
+        expect(styles.length).to.equal(1);
+        expect(styles[0].getAttribute('href')).to.equal(`${basePath}/styles/main.${cssHash}.css`);
+
+        done();
+      });
+    });
+
+    describe('Serve command specific JavaScript behaviors for user authored custom element', function() {
+      let response = {};
+
+      before(async function() {
+        return new Promise((resolve, reject) => {
+          request.get(`${hostname}${basePath}/card.${jsHash}.js`, (err, res, body) => {
+            if (err) {
+              reject();
+            }
+
+            response = res;
+            response.body = body;
+
+            resolve();
+          });
+        });
+      });
+
+      it('should return a 200 status', function(done) {
+        expect(response.statusCode).to.equal(200);
+        done();
+      });
+
+      it('should return the correct content type', function(done) {
+        expect(response.headers['content-type']).to.contain('text/javascript');
+        done();
+      });
+
+      it('should return the correct response body', function(done) {
+        expect(response.body).to.contain('class t extends HTMLElement');
+        done();
+      });
+    });
+
+    describe('Serve command specific CSS behaviors', function() {
+      let response = {};
+
+      before(async function() {
+        return new Promise((resolve, reject) => {
+          request.get(`${hostname}${basePath}/styles/main.${cssHash}.css`, (err, res, body) => {
+            if (err) {
+              reject();
+            }
+
+            response = res;
+            response.body = body;
+
+            resolve();
+          });
+        });
+      });
+
+      it('should return a 200 status', function(done) {
+        expect(response.statusCode).to.equal(200);
+        done();
+      });
+
+      it('should return the correct content type', function(done) {
+        expect(response.headers['content-type']).to.contain('text/css');
+        done();
+      });
+
+      it('should return the correct response body', function(done) {
+        expect(response.body).to.contain('*{color:blue}');
+        done();
+      });
+    });
+
+    describe('Serve command with image (png) specific behavior', function() {
+      const ext = 'png';
+      let response = {};
+
+      before(async function() {
+        return new Promise((resolve, reject) => {
+
+          request.get(`${hostname}${basePath}/assets/logo.${ext}`, (err, res, body) => {
+            if (err) {
+              reject();
+            }
+
+            response = res;
+            response.body = body;
+
+            resolve();
+          });
+        });
+      });
+
+      it('should return a 200 status', function(done) {
+        expect(response.statusCode).to.equal(200);
+        done();
+      });
+
+      it('should return the correct content type', function(done) {
+        expect(response.headers['content-type']).to.contain(`image/${ext}`);
+        done();
+      });
+
+      it('should return binary data', function(done) {
+        expect(response.body).to.contain('PNG');
+        done();
+      });
+    });
+
+    // TODO
+    // dev server proxy
+    // API end[points
+  });
+
+  after(function() {
+    runner.teardown(getOutputTeardownFiles(outputPath));
+    runner.stopCommand();
+  });
+});
\ No newline at end of file
diff --git a/packages/cli/test/cases/serve.config.base-path/src/assets/logo.png b/packages/cli/test/cases/serve.config.base-path/src/assets/logo.png
new file mode 100644
index 000000000..786360832
Binary files /dev/null and b/packages/cli/test/cases/serve.config.base-path/src/assets/logo.png differ
diff --git a/packages/cli/test/cases/serve.config.base-path/src/components/card.js b/packages/cli/test/cases/serve.config.base-path/src/components/card.js
new file mode 100644
index 000000000..65a013b75
--- /dev/null
+++ b/packages/cli/test/cases/serve.config.base-path/src/components/card.js
@@ -0,0 +1,22 @@
+const template = document.createElement('template');
+
+template.innerHTML = `
+  <div class="card">
+    <slot name="title">My default title</slot>
+    <slot name="image"></slot>
+  </div>
+  <hr/>
+`;
+
+class Card extends HTMLElement {
+  connectedCallback() {
+    if (!this.shadowRoot) {
+      this.attachShadow({ mode: 'open' });
+      this.shadowRoot.appendChild(template.content.cloneNode(true));
+    }
+  }
+}
+
+customElements.define('app-card', Card);
+
+export default Card;
\ No newline at end of file
diff --git a/packages/cli/test/cases/serve.config.base-path/src/pages/index.html b/packages/cli/test/cases/serve.config.base-path/src/pages/index.html
new file mode 100644
index 000000000..9b506b6cc
--- /dev/null
+++ b/packages/cli/test/cases/serve.config.base-path/src/pages/index.html
@@ -0,0 +1,16 @@
+<html>
+
+  <head>
+    <script type="module" src="../components/card.js"></script>
+    <link rel="stylesheet" href="../styles/main.css"><link>
+  </head>
+
+  <body>
+    <h1>Hello World</h1>
+    <app-card>
+      <h2 slot="title">Greenwood Logo</h2>
+      <img slot="image" src="/my-app/assets/logo.png" alt="Greenwood Logo"/>
+    </app-card>
+  </body>
+  
+</html>
\ No newline at end of file
diff --git a/packages/cli/test/cases/serve.config.base-path/src/styles/main.css b/packages/cli/test/cases/serve.config.base-path/src/styles/main.css
new file mode 100644
index 000000000..9a7b45f93
--- /dev/null
+++ b/packages/cli/test/cases/serve.config.base-path/src/styles/main.css
@@ -0,0 +1,3 @@
+* {
+  color: blue;
+}
\ No newline at end of file