diff --git a/packages/insomnia-app/app/common/render.js b/packages/insomnia-app/app/common/render.js
index 212eb5da34..7b41e7ad6a 100644
--- a/packages/insomnia-app/app/common/render.js
+++ b/packages/insomnia-app/app/common/render.js
@@ -193,7 +193,7 @@ export async function getRenderContext(
   request: Request,
   environmentId: string,
   ancestors: Array<BaseModel> | null = null,
-  purpose: string | null = null,
+  purpose: RenderPurpose | null = null,
 ): Promise<Object> {
   if (!ancestors) {
     ancestors = await db.withAncestors(request, [
@@ -218,7 +218,7 @@ export async function getRenderContext(
     keySource[key] = 'root';
   }
   if (subEnvironment) {
-    for (let key in subEnvironment.data || {}) {
+    for (const key of Object.keys(subEnvironment.data || {})) {
       if (subEnvironment.name) {
         keySource[key] = subEnvironment.name;
       }
@@ -232,7 +232,7 @@ export async function getRenderContext(
         ancestor.hasOwnProperty('environment') &&
         ancestor.hasOwnProperty('name')
       ) {
-        for (let key in ancestor.environment || {}) {
+        for (const key of Object.keys(ancestor.environment || {})) {
           keySource[key] = ancestor.name || '';
         }
       }
@@ -252,6 +252,8 @@ export async function getRenderContext(
 
   baseContext.getPurpose = () => purpose;
 
+  baseContext.getEnvironmentId = () => environmentId;
+
   // Generate the context we need to render
   return buildRenderContext(ancestors, rootEnvironment, subEnvironment, baseContext);
 }
@@ -259,7 +261,7 @@ export async function getRenderContext(
 export async function getRenderedRequestAndContext(
   request: Request,
   environmentId: string,
-  purpose?: string,
+  purpose?: RenderPurpose,
 ): Promise<{ request: RenderedRequest, context: Object }> {
   const ancestors = await db.withAncestors(request, [
     models.request.type,
@@ -315,7 +317,6 @@ export async function getRenderedRequestAndContext(
     context: renderContext,
     request: {
       // Add the yummy cookies
-      // TODO: Eventually get rid of RenderedRequest type and put these elsewhere
       cookieJar: renderedCookieJar,
       cookies: [],
       isPrivate: false,
@@ -349,7 +350,7 @@ export async function getRenderedRequestAndContext(
 export async function getRenderedRequest(
   request: Request,
   environmentId: string,
-  purpose?: string,
+  purpose?: RenderPurpose,
 ): Promise<RenderedRequest> {
   const result = await getRenderedRequestAndContext(request, environmentId, purpose);
   return result.request;
diff --git a/packages/insomnia-app/app/plugins/context/index.js b/packages/insomnia-app/app/plugins/context/index.js
index 0dc04585db..6ebfe18b28 100644
--- a/packages/insomnia-app/app/plugins/context/index.js
+++ b/packages/insomnia-app/app/plugins/context/index.js
@@ -3,8 +3,10 @@ import * as _app from './app';
 import * as _store from './store';
 import * as _request from './request';
 import * as _response from './response';
+import * as _network from './network';
 
 export const app = _app;
 export const store = _store;
 export const request = _request;
 export const response = _response;
+export const network = _network;
diff --git a/packages/insomnia-app/app/plugins/context/network.js b/packages/insomnia-app/app/plugins/context/network.js
new file mode 100644
index 0000000000..b85b4fc2e4
--- /dev/null
+++ b/packages/insomnia-app/app/plugins/context/network.js
@@ -0,0 +1,17 @@
+// @flow
+
+import { send } from '../../network/network';
+import type { Request } from '../../models/request';
+import * as models from '../../models';
+
+export function init(activeEnvironmentId: string): { network: Object } {
+  const network = {
+    async sendRequest(request: Request): Promise<Response> {
+      const responsePatch = await send(request._id, activeEnvironmentId);
+      const settings = await models.settings.getOrCreate();
+      return models.response.create(responsePatch, settings.maxHistoryResponses);
+    },
+  };
+
+  return { network };
+}
diff --git a/packages/insomnia-app/app/templating/base-extension.js b/packages/insomnia-app/app/templating/base-extension.js
index 4328c35245..a177c8d4d1 100644
--- a/packages/insomnia-app/app/templating/base-extension.js
+++ b/packages/insomnia-app/app/templating/base-extension.js
@@ -70,6 +70,9 @@ export default class BaseExtension {
     // Pull out the purpose
     const renderPurpose = renderContext.getPurpose ? renderContext.getPurpose() : null;
 
+    // Pull out the environment ID
+    const environmentId = renderContext.getEnvironmentId ? renderContext.getEnvironmentId() : 'n/a';
+
     // Extract the rest of the args
     const args = runArgs.slice(0, runArgs.length - 1).filter(a => a !== EMPTY_ARG);
 
@@ -77,8 +80,10 @@ export default class BaseExtension {
     const helperContext = {
       ...pluginContexts.app.init(renderPurpose),
       ...pluginContexts.store.init(this._plugin),
+      ...pluginContexts.network.init(environmentId),
       context: renderContext,
       meta: renderMeta,
+      renderPurpose,
       util: {
         render: str => templating.render(str, { context: renderContext }),
         models: {
diff --git a/plugins/insomnia-plugin-response/index.js b/plugins/insomnia-plugin-response/index.js
index f23f7bf2dc..6e811e7e0c 100644
--- a/plugins/insomnia-plugin-response/index.js
+++ b/plugins/insomnia-plugin-response/index.js
@@ -48,9 +48,31 @@ module.exports.templateTags = [
           }
         },
       },
+      {
+        displayName: 'Trigger Behavior',
+        help: 'Configure when to resend the dependent request',
+        type: 'enum',
+        options: [
+          {
+            displayName: 'Always',
+            description: 'resend request when needed',
+            value: 'ALWAYS',
+          },
+          {
+            displayName: 'Sometimes',
+            description: 'resend when no response exists yet',
+            value: 'NO_HISTORY',
+          },
+          {
+            displayName: 'Never',
+            description: 'never resend request',
+            value: 'NEVER',
+          },
+        ],
+      },
     ],
 
-    async run(context, field, id, filter) {
+    async run(context, field, id, filter, resendBehavior) {
       filter = filter || '';
 
       if (!['body', 'header', 'raw'].includes(field)) {
@@ -66,7 +88,22 @@ module.exports.templateTags = [
         throw new Error(`Could not find request ${id}`);
       }
 
-      const response = await context.util.models.response.getLatestForRequestId(id);
+      let response = await context.util.models.response.getLatestForRequestId(id);
+
+      let shouldResend = false;
+      if (resendBehavior === 'ALWAYS') {
+        shouldResend = true;
+      } else if (resendBehavior === 'NO_HISTORY' && !response) {
+        shouldResend = true;
+      } else if (resendBehavior === 'NEVER') {
+        shouldResend = false;
+      }
+
+      // Resend dependent request if needed but only if we're rendering for a send
+      if (shouldResend && (!response || context.renderPurpose === 'send')) {
+        console.log('[response tag] Resending dependency');
+        response = await context.network.sendRequest(request);
+      }
 
       if (!response) {
         throw new Error('No responses for request');