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    <p>The reason why you are hitting the cast exception is because the type information is lost from the client and server.</p> <p>One way to get your scenario to work is to do the following</p> <ol> <li>Use ObjectContent instead of StringContent so we let the formatter (i.e. JsonMediaTypeFormatter) to deal with the serialization and deserialization</li> <li>Turn on TypeNameHandling on both the client and server so that the type information will be send on the wire</li> </ol> <p>Server (WebApiConfig.cs):</p> <pre><code> config.Formatters.JsonFormatter.SerializerSettings.TypeNameHandling = Newtonsoft.Json.TypeNameHandling.All; </code></pre> <p>Client:</p> <pre><code> //Gets a list of various objects List&lt;object&gt; values = new List&lt;object&gt;(); values.Add(GetItem1()); //Returns a Dictionary&lt;string, string&gt; object values.Add(GetItem2()); //Returns a List&lt;string&gt; object values.Add(GetItem3()); //List&lt;KeyValuePair&lt;string, string&gt;&gt; var formatter = new JsonMediaTypeFormatter(); formatter.SerializerSettings.TypeNameHandling = Newtonsoft.Json.TypeNameHandling.All; var content = new ObjectContent&lt;List&lt;object&gt;&gt;(values, formatter); HttpResponseMessage postResult = client.PostAsync(baseURL, content).Result; </code></pre> <p>Sample Request Body:</p> <blockquote> <p>{"$type":"System.Collections.Generic.List<code>1[[System.Object, mscorlib]], mscorlib","$values":[{"$type":"System.Collections.Generic.Dictionary</code>2[[System.String, mscorlib],[System.String, mscorlib]], mscorlib","DictionaryKey1":"DictionaryValue1"},{"$type":"System.Collections.Generic.List<code>1[[System.String, mscorlib]], mscorlib","$values":["ListItem1"]},{"$type":"System.Collections.Generic.List</code>1[[System.Collections.Generic.KeyValuePair`2[[System.String, mscorlib],[System.String, mscorlib]], mscorlib]], mscorlib","$values":[{"Key":"KeyValuePairKey","Value":"KeyValuePairKeyValue"}]}]}</p> </blockquote>
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    1. COThank you! This did the trick. I did have to add a deserialization step. Here is some sample code: Dictionary<string, string> parameters = JsonConvert.DeserializeObject<Dictionary<string, string>>(convertedObjectList[0].ToString());
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