diff --git a/package-lock.json b/package-lock.json
index 6075b889f31..72667fdfe01 100644
--- a/package-lock.json
+++ b/package-lock.json
@@ -21100,9 +21100,9 @@
       }
     },
     "swagger-client": {
-      "version": "3.9.3",
-      "resolved": "https://registry.npmjs.org/swagger-client/-/swagger-client-3.9.3.tgz",
-      "integrity": "sha512-MkSI3oi9fBdpmihgY5Eo3XFzhnE/mryYA9siIykTd1y3xtSMXTxoQjXo3hUEUjp3vtdEW/yLMexUsq7fAjrP7Q==",
+      "version": "3.9.4",
+      "resolved": "https://registry.npmjs.org/swagger-client/-/swagger-client-3.9.4.tgz",
+      "integrity": "sha512-Rd4BrAUQeVIFYqzg7lkJMpd1P/oMVzcXEaKKaD+hfF8x4ZTTElNClCikD2yjFvmRCx0J2eIWs908kQOPkwc63w==",
       "requires": {
         "@babel/runtime-corejs2": "^7.0.0",
         "@kyleshockey/object-assign-deep": "^0.4.0",
@@ -21125,9 +21125,9 @@
       },
       "dependencies": {
         "buffer": {
-          "version": "5.2.1",
-          "resolved": "https://registry.npmjs.org/buffer/-/buffer-5.2.1.tgz",
-          "integrity": "sha512-c+Ko0loDaFfuPWiL02ls9Xd3GO3cPVmUobQ6t3rXNUk304u6hGq+8N/kFi+QEIKhzK3uwolVhLzszmfLmMLnqg==",
+          "version": "5.4.2",
+          "resolved": "https://registry.npmjs.org/buffer/-/buffer-5.4.2.tgz",
+          "integrity": "sha512-iy9koArjAFCzGnx3ZvNA6Z0clIbbFgbdWQ0mKD3hO0krOrZh8UgA6qMKcZvwLJxS+D6iVR76+5/pV56yMNYTag==",
           "requires": {
             "base64-js": "^1.0.2",
             "ieee754": "^1.1.4"
diff --git a/package.json b/package.json
index 6593d799910..4d17a512487 100644
--- a/package.json
+++ b/package.json
@@ -77,7 +77,7 @@
     "remarkable": "^1.7.4",
     "reselect": "^2.5.4",
     "serialize-error": "^2.1.0",
-    "swagger-client": "^3.9.3",
+    "swagger-client": "^3.9.4",
     "url-parse": "^1.4.7",
     "xml-but-prettier": "^1.0.1",
     "zenscroll": "^4.0.2"
diff --git a/src/core/components/parameter-row.jsx b/src/core/components/parameter-row.jsx
index 5c4fd67b59b..806833520dc 100644
--- a/src/core/components/parameter-row.jsx
+++ b/src/core/components/parameter-row.jsx
@@ -3,7 +3,8 @@ import { Map, List } from "immutable"
 import PropTypes from "prop-types"
 import ImPropTypes from "react-immutable-proptypes"
 import win from "core/window"
-import { getExtensions, getCommonExtensions, numberToString, stringify } from "core/utils"
+import { getSampleSchema, getExtensions, getCommonExtensions, numberToString, stringify } from "core/utils"
+import getParameterSchema from "../../helpers/get-parameter-schema.js"
 
 export default class ParameterRow extends Component {
   static propTypes = {
@@ -40,7 +41,7 @@ export default class ParameterRow extends Component {
     let enumValue
 
     if(isOAS3) {
-      let schema = parameterWithMeta.get("schema") || Map()
+      let schema = getParameterSchema(parameterWithMeta, { isOAS3 })
       enumValue = schema.get("enum")
     } else {
       enumValue = parameterWithMeta ? parameterWithMeta.get("enum") : undefined
@@ -95,30 +96,68 @@ export default class ParameterRow extends Component {
   setDefaultValue = () => {
     let { specSelectors, pathMethod, rawParam, oas3Selectors } = this.props
 
-    let paramWithMeta = specSelectors.parameterWithMetaByIdentity(pathMethod, rawParam) || Map()
+    const paramWithMeta = specSelectors.parameterWithMetaByIdentity(pathMethod, rawParam) || Map()
+
+    const schema = getParameterSchema(paramWithMeta, { isOAS3: specSelectors.isOAS3() })
+
+    const parameterMediaType = paramWithMeta
+      .get("content", Map())
+      .keySeq()
+      .first()
+    
+    const generatedSampleValue = getSampleSchema(schema.toJS(), parameterMediaType, {
+      includeWriteOnly: true
+    })
 
     if (!paramWithMeta || paramWithMeta.get("value") !== undefined) {
       return
     }
 
     if( paramWithMeta.get("in") !== "body" ) {
-      let newValue
+      let initialValue
+
+      //// Find an initial value
 
       if (specSelectors.isSwagger2()) {
-        newValue = paramWithMeta.get("x-example")
-          || paramWithMeta.getIn(["default"])
+        initialValue = paramWithMeta.get("x-example")
           || paramWithMeta.getIn(["schema", "example"])
-          || paramWithMeta.getIn(["schema", "default"])
+          || schema.getIn(["default"])
       } else if (specSelectors.isOAS3()) {
         const currentExampleKey = oas3Selectors.activeExamplesMember(...pathMethod, "parameters", this.getParamKey())
-        newValue = paramWithMeta.getIn(["examples", currentExampleKey, "value"])
+        initialValue = paramWithMeta.getIn(["examples", currentExampleKey, "value"])
+          || paramWithMeta.getIn(["content", parameterMediaType, "example"])
           || paramWithMeta.get("example")
-          || paramWithMeta.getIn(["schema", "example"])
-          || paramWithMeta.getIn(["schema", "default"])
+          || schema.get("example")
+          || schema.get("default")
       }
-      if(newValue !== undefined) {
+
+      //// Process the initial value
+
+      if(initialValue !== undefined && !List.isList(initialValue)) {
+        // Stringify if it isn't a List
+        initialValue = stringify(initialValue)
+      }
+
+      //// Dispatch the initial value
+
+      if(initialValue !== undefined) {
+        this.onChangeWrapper(initialValue)
+      } else if(
+        schema.get("type") === "object" 
+        && generatedSampleValue 
+        && !paramWithMeta.get("examples")
+      ) {
+        // Object parameters get special treatment.. if the user doesn't set any
+        // default or example values, we'll provide initial values generated from
+        // the schema.
+        // However, if `examples` exist for the parameter, we won't do anything,
+        // so that the appropriate `examples` logic can take over.
         this.onChangeWrapper(
-          List.isList(newValue) ? newValue : stringify(newValue)
+          List.isList(generatedSampleValue) ? (
+            generatedSampleValue
+          ) : (
+            stringify(generatedSampleValue)
+          )
         )
       }
     }
@@ -171,7 +210,7 @@ export default class ParameterRow extends Component {
 
     let paramWithMeta = specSelectors.parameterWithMetaByIdentity(pathMethod, rawParam) || Map()
     let format = param.get("format")
-    let schema = isOAS3 ? param.get("schema") : param
+    let schema = getParameterSchema(param, { isOAS3 })
     let type = schema.get("type")
     let isFormData = inType === "formData"
     let isFormDataSupported = "FormData" in win
@@ -285,7 +324,7 @@ export default class ParameterRow extends Component {
                                                 getConfigs={ getConfigs }
                                                 isExecute={ isExecute }
                                                 specSelectors={ specSelectors }
-                                                schema={ param.get("schema") }
+                                                schema={ schema }
                                                 example={ bodyParam }/>
               : null
           }
diff --git a/src/core/json-schema-components.jsx b/src/core/json-schema-components.jsx
index e349ee722d6..bf88ebea06b 100644
--- a/src/core/json-schema-components.jsx
+++ b/src/core/json-schema-components.jsx
@@ -4,6 +4,7 @@ import { List, fromJS } from "immutable"
 import cx from "classnames"
 import ImPropTypes from "react-immutable-proptypes"
 import DebounceInput from "react-debounce-input"
+import { stringify } from "core/utils"
 //import "less/json-schema-form"
 
 const noop = ()=> {}
@@ -269,7 +270,7 @@ export class JsonSchema_object extends PureComponent {
         <TextArea
           className={cx({ invalid: errors.size })}
           title={ errors.size ? errors.join(", ") : ""}
-          value={value}
+          value={stringify(value)}
           disabled={disabled}
           onChange={ this.handleOnChange }/>
       </div>
diff --git a/src/core/plugins/spec/actions.js b/src/core/plugins/spec/actions.js
index a93b1ebe7df..b9814e5a0af 100644
--- a/src/core/plugins/spec/actions.js
+++ b/src/core/plugins/spec/actions.js
@@ -436,9 +436,12 @@ export const executeRequest = (req) =>
       specActions.setResponse(req.pathName, req.method, res)
     } )
     .catch(
-      err => specActions.setResponse(req.pathName, req.method, {
-        error: true, err: serializeError(err)
-      })
+      err => {
+        console.error(err)
+        specActions.setResponse(req.pathName, req.method, {
+          error: true, err: serializeError(err)
+        })
+      }
     )
   }
 
diff --git a/src/core/utils.js b/src/core/utils.js
index ffbb2948a23..767c81af89e 100644
--- a/src/core/utils.js
+++ b/src/core/utils.js
@@ -1,3 +1,15 @@
+/* 
+  ATTENTION! This file (but not the functions within) is deprecated.
+
+  You should probably add a new file to `./helpers/` instead of adding a new
+  function here.
+
+  One-function-per-file is a better pattern than what we have here.
+
+  If you're refactoring something in here, feel free to break it out to a file
+  in `./helpers` if you have the time.
+*/
+
 import Im from "immutable"
 import { sanitizeUrl as braintreeSanitizeUrl } from "@braintree/sanitize-url"
 import camelCase from "lodash/camelCase"
@@ -9,6 +21,7 @@ import eq from "lodash/eq"
 import { memoizedSampleFromSchema, memoizedCreateXMLExample } from "core/plugins/samples/fn"
 import win from "./window"
 import cssEscape from "css.escape"
+import getParameterSchema from "../helpers/get-parameter-schema"
 
 const DEFAULT_RESPONSE_KEY = "default"
 
@@ -488,7 +501,7 @@ export const validateParam = (param, value, { isOAS3 = false, bypassRequiredChec
   let errors = []
   let required = param.get("required")
 
-  let paramDetails = isOAS3 ? param.get("schema") : param
+  let paramDetails = getParameterSchema(param, { isOAS3 })
 
   if(!paramDetails) return errors
 
@@ -517,18 +530,23 @@ export const validateParam = (param, value, { isOAS3 = false, bypassRequiredChec
 
     let oas3ObjectCheck = false
 
-    if(false || isOAS3 && type === "object") {
-      if(typeof value === "object") {
+    if(isOAS3 && type === "object") {
+      if(typeof value === "object" && value !== null) {
         oas3ObjectCheck = true
       } else if(typeof value === "string") {
-        try {
-          JSON.parse(value)
-          oas3ObjectCheck = true
-        } catch(e) {
-          errors.push("Parameter string value must be valid JSON")
-          return errors
-        }
+        oas3ObjectCheck = true
       }
+      // Disabled because `validateParam` doesn't consider the MediaType of the 
+      // `Parameter.content` hint correctly.
+      // } else if(typeof value === "string") {
+      //   try {
+      //     JSON.parse(value)
+      //     oas3ObjectCheck = true
+      //   } catch(e) {
+      //     errors.push("Parameter string value must be valid JSON")
+      //     return errors
+      //   }
+      // }
     }
 
     const allChecks = [
diff --git a/src/helpers/get-parameter-schema.js b/src/helpers/get-parameter-schema.js
new file mode 100644
index 00000000000..05b59fa2a6f
--- /dev/null
+++ b/src/helpers/get-parameter-schema.js
@@ -0,0 +1,67 @@
+/**
+ * @prettier
+ */
+
+import Im from "immutable"
+
+const swagger2SchemaKeys = Im.Set.of(
+  "type",
+  "format",
+  "items",
+  "default",
+  "maximum",
+  "exclusiveMaximum",
+  "minimum",
+  "exclusiveMinimum",
+  "maxLength",
+  "minLength",
+  "pattern",
+  "maxItems",
+  "minItems",
+  "uniqueItems",
+  "enum",
+  "multipleOf"
+)
+
+/**
+ * Get the effective schema value for a parameter, or an empty Immutable.Map if
+ * no suitable schema can be found.
+ *
+ * Supports OpenAPI 3.0 `Parameter.content` priority -- since a Parameter Object
+ * cannot have both `schema` and `content`, this function ignores `schema` when
+ * `content` is present.
+ *
+ * @param {Immutable.Map} parameter The parameter to identify a schema for
+ * @param {object} config
+ * @param {boolean} config.isOAS3 Whether the parameter is from an OpenAPI 2.0
+ * or OpenAPI 3.0 definition
+ * @return {Immutable.Map} The desired schema
+ */
+export default function getParameterSchema(parameter, { isOAS3 } = {}) {
+  // Return empty Map if `parameter` isn't a Map
+  if (!Im.Map.isMap(parameter)) return Im.Map()
+
+  if (!isOAS3) {
+    // Swagger 2.0
+    if (parameter.get("in") === "body") {
+      return parameter.get("schema", Im.Map())
+    } else {
+      return parameter.filter((v, k) => swagger2SchemaKeys.includes(k))
+    }
+  }
+
+  // If we've reached here, the parameter is OpenAPI 3.0
+
+  if (parameter.get("content")) {
+    const parameterContentMediaTypes = parameter
+      .get("content", Im.Map({}))
+      .keySeq()
+
+    return parameter.getIn(
+      ["content", parameterContentMediaTypes.first(), "schema"],
+      Im.Map()
+    )
+  }
+
+  return parameter.get("schema", Im.Map())
+}
diff --git a/test/core/helpers/get-parameter-schema.js b/test/core/helpers/get-parameter-schema.js
new file mode 100644
index 00000000000..9775ffccaf9
--- /dev/null
+++ b/test/core/helpers/get-parameter-schema.js
@@ -0,0 +1,142 @@
+/**
+ * @prettier
+ */
+
+import expect from "expect"
+import Im, { fromJS } from "immutable"
+import getParameterSchema from "../../../src/helpers/get-parameter-schema"
+
+describe("getParameterSchema", () => {
+  it("should return an empty Map when given no parameters", () => {
+    const result = getParameterSchema()
+
+    expect(result).toEqual(fromJS({}))
+  })
+
+  it("should return an empty Map when given an empty Map", () => {
+    const result = getParameterSchema(fromJS({}))
+
+    expect(result).toEqual(fromJS({}))
+  })
+
+  it("should return a schema for a Swagger 2.0 query parameter", () => {
+    const result = getParameterSchema(
+      fromJS({
+        name: "id",
+        in: "query",
+        description: "ID of the object to fetch",
+        required: false,
+        type: "array",
+        items: {
+          type: "string",
+        },
+        collectionFormat: "multi",
+      })
+    )
+
+    expect(result.toJS()).toEqual({
+      type: "array",
+      items: {
+        type: "string",
+      },
+    })
+  })
+
+  it("should return a schema for a Swagger 2.0 body parameter", () => {
+    const result = getParameterSchema(
+      fromJS({
+        name: "user",
+        in: "body",
+        description: "user to add to the system",
+        required: true,
+        schema: {
+          type: "array",
+          items: {
+            type: "string",
+          },
+        },
+      })
+    )
+
+    expect(result.toJS()).toEqual({
+      type: "array",
+      items: {
+        type: "string",
+      },
+    })
+  })
+
+  it("should return a schema for an OpenAPI 3.0 query parameter", () => {
+    const result = getParameterSchema(
+      fromJS({
+        name: "id",
+        in: "query",
+        description: "ID of the object to fetch",
+        required: false,
+        schema: {
+          type: "array",
+          items: {
+            type: "string",
+          },
+        },
+        style: "form",
+        explode: true,
+      }),
+      {
+        isOAS3: true,
+      }
+    )
+
+    expect(result.toJS()).toEqual({
+      type: "array",
+      items: {
+        type: "string",
+      },
+    })
+  })
+
+  it("should return a schema for an OpenAPI 3.0 query parameter with `content`", () => {
+    const result = getParameterSchema(
+      fromJS({
+        in: "query",
+        name: "coordinates",
+        content: {
+          "application/json": {
+            schema: {
+              type: "object",
+              required: ["lat", "long"],
+              properties: {
+                lat: {
+                  type: "number",
+                },
+                long: {
+                  type: "number",
+                },
+              },
+            },
+            "should-ignore/the-second-media-type": {
+              type: "string",
+              default: "this shouldn't be returned",
+            },
+          },
+        },
+      }),
+      {
+        isOAS3: true,
+      }
+    )
+
+    expect(result.toJS()).toEqual({
+      type: "object",
+      required: ["lat", "long"],
+      properties: {
+        lat: {
+          type: "number",
+        },
+        long: {
+          type: "number",
+        },
+      },
+    })
+  })
+})
diff --git a/test/core/utils.js b/test/core/utils.js
index b5af087060c..fa26a38f22b 100644
--- a/test/core/utils.js
+++ b/test/core/utils.js
@@ -412,15 +412,15 @@ describe("utils", function() {
       })
       assertValidateOas3Param(param, value, [])
       
-      // invalid object-as-string
-      param = {
-        required: true,
-        schema: {
-          type: "object"
-        }
-      }
-      value = "{{}"
-      assertValidateOas3Param(param, value, ["Parameter string value must be valid JSON"])
+      // // invalid object-as-string
+      // param = {
+      //   required: true,
+      //   schema: {
+      //     type: "object"
+      //   }
+      // }
+      // value = "{{}"
+      // assertValidateOas3Param(param, value, ["Parameter string value must be valid JSON"])
       
       // missing when required
       param = {
@@ -456,14 +456,14 @@ describe("utils", function() {
       })
       assertValidateOas3Param(param, value, [])
       
-      // invalid object-as-string
-      param = {
-        schema: {
-          type: "object"
-        }
-      }
-      value = "{{}"
-      assertValidateOas3Param(param, value, ["Parameter string value must be valid JSON"])
+      // // invalid object-as-string
+      // param = {
+      //   schema: {
+      //     type: "object"
+      //   }
+      // }
+      // value = "{{}"
+      // assertValidateOas3Param(param, value, ["Parameter string value must be valid JSON"])
       
       // missing when not required
       param = {
diff --git a/test/e2e-cypress/static/documents/bugs/4442.yaml b/test/e2e-cypress/static/documents/bugs/4442.yaml
new file mode 100644
index 00000000000..3f232a120e1
--- /dev/null
+++ b/test/e2e-cypress/static/documents/bugs/4442.yaml
@@ -0,0 +1,41 @@
+openapi: "3.0.0"
+
+
+paths:
+  /:
+    get:
+      parameters:
+        - name: users
+          in: query
+          description: List of users to query for
+          content:
+            application/json:
+              example:
+              - userId: 1
+                currency: USD
+              - userId: 2
+                currency: CAD
+              schema:
+                $ref: "#/components/schemas/UserArray"
+      responses:
+        200:
+          description: OK!
+components:
+  schemas:
+
+    UserArray:
+      type: array
+      items:
+        $ref: "#/components/schemas/User"
+
+    User:
+      type: object
+      required:
+        - userId
+        - currency
+      properties:
+        userId:
+          type: integer
+          format: int32
+        currency:
+          type: string
diff --git a/test/e2e-cypress/tests/bugs/4442.js b/test/e2e-cypress/tests/bugs/4442.js
new file mode 100644
index 00000000000..ea1161dc105
--- /dev/null
+++ b/test/e2e-cypress/tests/bugs/4442.js
@@ -0,0 +1,37 @@
+/**
+ * @prettier
+ */
+
+describe("UI #4442: Parameter.content display and execution", function() {
+  it("should display textareas as static documentation according to the `example`", () => {
+    cy.visit("/?url=/documents/bugs/4442.yaml")
+      .get(`#operations-default-get_`)
+      .click()
+      .get(".btn.try-out__btn")
+      .click()
+      .get(
+        `div.json-schema-array > div:nth-child(1) > div > textarea`
+      )
+      .should("have.value", `{\n  "userId": 1,\n  "currency": "USD"\n}`)
+      .get(
+        `div.json-schema-array > div:nth-child(2) > div > textarea`
+      )
+      .should("have.value", `{\n  "userId": 2,\n  "currency": "CAD"\n}`)
+  })
+  it("should serialize JSON into a query correctly", () => {
+    cy.visit("/?url=/documents/bugs/4442.yaml")
+      .get(`#operations-default-get_`)
+      .click()
+      .get(".btn.try-out__btn")
+      .click()
+      .get(".btn.execute")
+      .click()
+      .get(".request-url pre")
+      .should(
+        "have.text",
+        `http://localhost:3230/?users=${encodeURIComponent(
+          `[{"userId":1,"currency":"USD"},{"userId":2,"currency":"CAD"}]`
+        )}`
+      )
+  })
+})