diff --git a/__tests__/lib/prompts.test.js b/__tests__/lib/prompts.test.js
index e11bdbb03..20c73915c 100644
--- a/__tests__/lib/prompts.test.js
+++ b/__tests__/lib/prompts.test.js
@@ -21,6 +21,15 @@ const specList = [
   },
 ];
 
+const getSpecs = () => {
+  return [
+    {
+      _id: 'spec3',
+      title: 'spec3_title',
+    },
+  ];
+};
+
 describe('prompt test bed', () => {
   let enquirer;
 
@@ -70,23 +79,31 @@ describe('prompt test bed', () => {
         await prompt.keypress(null, { name: 'down' });
         await prompt.submit();
       });
-      const answer = await enquirer.prompt(promptHandler.createOasPrompt([{}]));
+      const answer = await enquirer.prompt(promptHandler.createOasPrompt([{}], null, 1, null));
 
       expect(answer.option).toBe('create');
-      expect(answer.specId).toBe('');
     });
 
     it('should return specId if user chooses to update file', async () => {
+      jest.mock('enquirer');
       enquirer.on('prompt', async prompt => {
         await prompt.keypress(null, { name: 'down' });
         await prompt.keypress(null, { name: 'up' });
         await prompt.submit();
-        await prompt.submit();
       });
-      const answer = await enquirer.prompt(promptHandler.createOasPrompt(specList));
+      enquirer.prompt = jest.fn();
+      enquirer.prompt.mockReturnValue('spec1');
+      const parsedDocs = {
+        next: {
+          page: null,
+        },
+        prev: {
+          page: null,
+        },
+      };
+      const answer = await enquirer.prompt(promptHandler.createOasPrompt(specList, parsedDocs, 1, getSpecs));
 
-      expect(answer.option).toBe('update');
-      expect(answer.specId).toBe('spec1');
+      expect(answer).toBe('spec1');
     });
   });
 
diff --git a/package-lock.json b/package-lock.json
index 9b28c0b6f..bedb7e757 100644
--- a/package-lock.json
+++ b/package-lock.json
@@ -23,6 +23,7 @@
         "oas": "^14.0.0",
         "oas-normalize": "^3.0.4",
         "open": "^8.2.1",
+        "parse-link-header": "^1.0.1",
         "read": "^1.0.7",
         "semver": "^7.0.0",
         "table-layout": "^1.0.0"
@@ -11593,6 +11594,14 @@
         "node": ">=0.10.0"
       }
     },
+    "node_modules/parse-link-header": {
+      "version": "1.0.1",
+      "resolved": "https://registry.npmjs.org/parse-link-header/-/parse-link-header-1.0.1.tgz",
+      "integrity": "sha1-vt/g0hGK64S+deewJUGeyKYRQKc=",
+      "dependencies": {
+        "xtend": "~4.0.1"
+      }
+    },
     "node_modules/parse5": {
       "version": "6.0.1",
       "resolved": "https://registry.npmjs.org/parse5/-/parse5-6.0.1.tgz",
@@ -13456,7 +13465,6 @@
       "version": "4.0.2",
       "resolved": "https://registry.npmjs.org/xtend/-/xtend-4.0.2.tgz",
       "integrity": "sha512-LKYU1iAXJXUgAXn9URjiu+MWhyUXHsvfp7mcuYm9dSUKK0/CjtrUwFAxD82/mCWbtLsGjFIad0wIsod4zrTAEQ==",
-      "dev": true,
       "engines": {
         "node": ">=0.4"
       }
@@ -22347,6 +22355,14 @@
         "error-ex": "^1.2.0"
       }
     },
+    "parse-link-header": {
+      "version": "1.0.1",
+      "resolved": "https://registry.npmjs.org/parse-link-header/-/parse-link-header-1.0.1.tgz",
+      "integrity": "sha1-vt/g0hGK64S+deewJUGeyKYRQKc=",
+      "requires": {
+        "xtend": "~4.0.1"
+      }
+    },
     "parse5": {
       "version": "6.0.1",
       "resolved": "https://registry.npmjs.org/parse5/-/parse5-6.0.1.tgz",
@@ -23832,8 +23848,7 @@
     "xtend": {
       "version": "4.0.2",
       "resolved": "https://registry.npmjs.org/xtend/-/xtend-4.0.2.tgz",
-      "integrity": "sha512-LKYU1iAXJXUgAXn9URjiu+MWhyUXHsvfp7mcuYm9dSUKK0/CjtrUwFAxD82/mCWbtLsGjFIad0wIsod4zrTAEQ==",
-      "dev": true
+      "integrity": "sha512-LKYU1iAXJXUgAXn9URjiu+MWhyUXHsvfp7mcuYm9dSUKK0/CjtrUwFAxD82/mCWbtLsGjFIad0wIsod4zrTAEQ=="
     },
     "y18n": {
       "version": "5.0.8",
diff --git a/package.json b/package.json
index 101191fd0..60cc872d5 100644
--- a/package.json
+++ b/package.json
@@ -45,6 +45,7 @@
     "oas": "^14.0.0",
     "oas-normalize": "^3.0.4",
     "open": "^8.2.1",
+    "parse-link-header": "^1.0.1",
     "read": "^1.0.7",
     "semver": "^7.0.0",
     "table-layout": "^1.0.0"
diff --git a/src/cmds/openapi.js b/src/cmds/openapi.js
index 17fae13f0..1985c9f23 100644
--- a/src/cmds/openapi.js
+++ b/src/cmds/openapi.js
@@ -8,6 +8,7 @@ const APIError = require('../lib/apiError');
 const { getProjectVersion } = require('../lib/versionSelect');
 const fetch = require('node-fetch');
 const FormData = require('form-data');
+const parse = require('parse-link-header');
 
 exports.command = 'openapi';
 exports.usage = 'openapi [file] [options]';
@@ -159,19 +160,28 @@ exports.run = async function (opts) {
         - If found, prompt user to either create a new spec or update an existing one
     */
 
-    if (!id) {
-      const apiSettings = await fetch(`${config.host}/api/v1/api-specification`, {
+    function getSpecs(url) {
+      return fetch(`${config.host}${url}`, {
         method: 'get',
         headers: {
           'x-readme-version': versionCleaned,
           Authorization: `Basic ${encodedString}`,
         },
-      }).then(res => res.json());
+      });
+    }
+
+    if (!id) {
+      const apiSettings = await getSpecs(`/api/v1/api-specification`);
+
+      const totalPages = Math.ceil(apiSettings.headers.get('x-total-count') / 10);
+      const parsedDocs = parse(apiSettings.headers.get('link'));
 
-      if (!apiSettings.length) return createSpec();
+      const apiSettingsBody = await apiSettings.json();
+      if (!apiSettingsBody.length) return createSpec();
 
-      const { option, specId } = await prompt(promptOpts.createOasPrompt(apiSettings));
-      return option === 'create' ? createSpec() : updateSpec(specId);
+      const { option } = await prompt(promptOpts.createOasPrompt(apiSettingsBody, parsedDocs, totalPages, getSpecs));
+      if (!option) return null;
+      return option === 'create' ? createSpec() : updateSpec(option);
     }
 
     /*
diff --git a/src/lib/prompts.js b/src/lib/prompts.js
index bd4d40f33..4fd7316ce 100644
--- a/src/lib/prompts.js
+++ b/src/lib/prompts.js
@@ -1,4 +1,6 @@
 const semver = require('semver');
+const { prompt } = require('enquirer');
+const parse = require('parse-link-header');
 
 exports.generatePrompts = (versionList, selectOnly = false) => [
   {
@@ -38,7 +40,59 @@ exports.generatePrompts = (versionList, selectOnly = false) => [
   },
 ];
 
-exports.createOasPrompt = specList => [
+function specOptions(specList, parsedDocs, currPage, totalPages) {
+  const specs = specList.map(s => {
+    return {
+      message: s.title,
+      value: s._id, // eslint-disable-line no-underscore-dangle
+    };
+  });
+  if (parsedDocs.prev.page) specs.push({ message: `< Prev (page ${currPage - 1} of ${totalPages})`, value: 'prev' });
+  if (parsedDocs.next.page) {
+    specs.push({ message: `Next (page ${currPage + 1} of ${totalPages}) >`, value: 'next' });
+  }
+  return specs;
+}
+
+const updateOasPrompt = (specList, parsedDocs, currPage, totalPages, getSpecs) => [
+  {
+    type: 'select',
+    name: 'specId',
+    message: 'Select your desired file to update',
+    choices: specOptions(specList, parsedDocs, currPage, totalPages),
+    async result(spec) {
+      if (spec === 'prev') {
+        try {
+          const newSpecs = await getSpecs(`${parsedDocs.prev.url}`);
+          const newParsedDocs = parse(newSpecs.headers.get('link'));
+          const newSpecList = await newSpecs.json();
+          const { specId } = await prompt(
+            updateOasPrompt(newSpecList, newParsedDocs, currPage - 1, totalPages, getSpecs)
+          );
+          return specId;
+        } catch (e) {
+          return null;
+        }
+      }
+      if (spec === 'next') {
+        try {
+          const newSpecs = await getSpecs(`${parsedDocs.next.url}`);
+          const newParsedDocs = parse(newSpecs.headers.get('link'));
+          const newSpecList = await newSpecs.json();
+          const { specId } = await prompt(
+            updateOasPrompt(newSpecList, newParsedDocs, currPage + 1, totalPages, getSpecs)
+          );
+          return specId;
+        } catch (e) {
+          return null;
+        }
+      }
+      return spec;
+    },
+  },
+];
+
+exports.createOasPrompt = (specList, parsedDocs, totalPages, getSpecs) => [
   {
     type: 'select',
     name: 'option',
@@ -47,20 +101,17 @@ exports.createOasPrompt = specList => [
       { message: 'Update existing', value: 'update' },
       { message: 'Create a new spec', value: 'create' },
     ],
-  },
-  {
-    type: 'select',
-    name: 'specId',
-    message: 'Select your desired file to update',
-    skip() {
-      return this.enquirer.answers.option !== 'update';
+    async result(picked) {
+      if (picked === 'update') {
+        try {
+          const { specId } = await prompt(updateOasPrompt(specList, parsedDocs, 1, totalPages, getSpecs));
+          return specId;
+        } catch (e) {
+          return null;
+        }
+      }
+      return picked;
     },
-    choices: specList.map(s => {
-      return {
-        message: s.title,
-        value: s._id, // eslint-disable-line no-underscore-dangle
-      };
-    }),
   },
 ];