diff --git a/CHANGELOG.md b/CHANGELOG.md
index 50393bb..81ef929 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -1,5 +1,12 @@
 # Changelog
 
+## 0.9.3: Context handling, better errors
+
+This release includes two changes:
+
+1. The `Post()` method now accepts a context variable as its first parameter for timeout handling.
+2. The `Post()` method now exclusively returns a `http.ClientError`, which includes the reason for failure.
+
 ## 0.9.2: URL instead or Url
 
 This release changes the `Url` variable for the client to `URL`. It also bumps the [log dependency](https://github.com/containerssh/log) to the latest release.
diff --git a/README.md b/README.md
index 39dbe6c..e9bcf24 100644
--- a/README.md
+++ b/README.md
@@ -38,15 +38,21 @@ if err != nil {
 
 request := yourRequestStruct{}
 response := yourResponseStruct{}
-responseStatus := uint16(0)
 
-if err := client.Post(
+responseStatus, err := client.Post(
+    context.TODO(),
     "/relative/path/from/base/url",
     &request,
-    &responseStatus,
     &response,
-); err != nil {
+)
+if err != nil {
     // Handle connection error
+    clientError := &http.ClientError{}
+    if errors.As(err, clientError) {
+        // Grab additional information here
+    } else {
+    	// This should never happen
+    }
 }
 
 if responseStatus > 399 {
diff --git a/client.go b/client.go
index 6a69e8b..ba8194e 100644
--- a/client.go
+++ b/client.go
@@ -1,6 +1,8 @@
 package http
 
 import (
+	"context"
+	"fmt"
 	"time"
 )
 
@@ -9,7 +11,14 @@ import (
 type Client interface {
 	// Post queries the configured endpoint with the path, sending the requestBody and providing the
 	// response in the responseBody structure. It returns the HTTP status code and any potential errors.
-	Post(path string, requestBody interface{}, responseBody interface{}) (statusCode int, err error)
+	//
+	// The returned error is always one of ClientError
+	Post(
+		ctx context.Context,
+		path string,
+		requestBody interface{},
+		responseBody interface{},
+	) (statusCode int, err error)
 }
 
 // ClientConfiguration is the configuration structure for HTTP clients
@@ -26,3 +35,41 @@ type ClientConfiguration struct {
 	// ClientKey is a PEM containing a private key to use to connect the server or a file name containing the PEM.
 	ClientKey string `json:"key" yaml:"key" comment:"Client key file in PEM format."`
 }
+
+// FailureReason describes the Reason why the request failed.
+type FailureReason string
+
+const (
+	// FailureReasonEncodeFailed indicates that JSON encoding the request failed. This is usually a bug.
+	FailureReasonEncodeFailed FailureReason = "encode_failed"
+	// FailureReasonConnectionFailed indicates a connection failure.
+	FailureReasonConnectionFailed FailureReason = "connection_failed"
+	// FailureReasonDecodeFailed indicates that decoding the JSON response has failed. The status code is set for this
+	// code.
+	FailureReasonDecodeFailed FailureReason = "decode_failed"
+)
+
+// ClientError is the the description of the failure of the client request.
+type ClientError struct {
+	// Reason is one of FailureReason describing the cause of the failure.
+	Reason FailureReason `json:"reason" yaml:"reason"`
+	// Cause is the original error that is responsible for the error
+	Cause error `json:"cause" yaml:"cause"`
+	// Message is the message that can be printed into a log.
+	Message string `json:"message" yaml:"message"`
+}
+
+// Unwrap returns the original error.
+func (c ClientError) Unwrap() error {
+	return c.Cause
+}
+
+// Error returns the error string.
+func (c ClientError) Error() string {
+	return c.Message
+}
+
+// String returns a printable string
+func (c ClientError) String() string {
+	return fmt.Sprintf("%s: %s (%v)", c.Reason, c.Message, c.Cause)
+}
diff --git a/client_impl.go b/client_impl.go
index 4a260e8..b9df0ca 100644
--- a/client_impl.go
+++ b/client_impl.go
@@ -2,6 +2,7 @@ package http
 
 import (
 	"bytes"
+	"context"
 	"crypto/tls"
 	"encoding/json"
 	"fmt"
@@ -17,8 +18,17 @@ type client struct {
 	httpClient *http.Client
 }
 
-func (c *client) Post(path string, requestBody interface{}, responseBody interface{}) (int, error) {
+func (c *client) Post(
+	ctx context.Context,
+	path string,
+	requestBody interface{},
+	responseBody interface{},
+) (
+	int,
+	error,
+) {
 	return c.request(
+		ctx,
 		http.MethodPost,
 		path,
 		requestBody,
@@ -27,6 +37,7 @@ func (c *client) Post(path string, requestBody interface{}, responseBody interfa
 }
 
 func (c *client) request(
+	ctx context.Context,
 	method string,
 	path string,
 	requestBody interface{},
@@ -36,28 +47,45 @@ func (c *client) request(
 	err := json.NewEncoder(buffer).Encode(requestBody)
 	if err != nil {
 		//This is a bug
-		return 0, err
+		return 0, ClientError{
+			Reason:  FailureReasonEncodeFailed,
+			Cause:   err,
+			Message: "failed to encode request body",
+		}
 	}
-	req, err := http.NewRequest(
+	req, err := http.NewRequestWithContext(
+		ctx,
 		method,
 		fmt.Sprintf("%s%s", c.config.URL, path),
 		buffer,
 	)
 	if err != nil {
-		return 0, err
+		return 0, &ClientError{
+			Reason:  FailureReasonEncodeFailed,
+			Cause:   err,
+			Message: "failed to encode request body",
+		}
 	}
 	req.Header.Set("Content-Type", "application/json")
 
 	resp, err := c.httpClient.Do(req)
 	if err != nil {
-		return 0, err
+		return 0, ClientError{
+			Reason:  FailureReasonConnectionFailed,
+			Cause:   err,
+			Message: "failed on HTTP request",
+		}
 	}
 	defer func() { _ = resp.Body.Close() }()
 
 	decoder := json.NewDecoder(resp.Body)
 	decoder.DisallowUnknownFields()
 	if err := decoder.Decode(responseBody); err != nil {
-		return 0, err
+		return resp.StatusCode, ClientError{
+			Reason:  FailureReasonDecodeFailed,
+			Cause:   err,
+			Message: "failed to decode response",
+		}
 	}
 	return resp.StatusCode, nil
 }
diff --git a/handler_impl.go b/handler_impl.go
index 79c5706..ecdb73c 100644
--- a/handler_impl.go
+++ b/handler_impl.go
@@ -73,7 +73,7 @@ func (h *handler) ServeHTTP(goWriter goHttp.ResponseWriter, goRequest *goHttp.Re
 	goWriter.WriteHeader(int(response.statusCode))
 	goWriter.Header().Add("Content-Type", "application/json")
 	if _, err := goWriter.Write(bytes); err != nil {
-		h.logger.Infof("failed to write HTTP response")
+		h.logger.Infof("failed to write HTTP response (%v)", err)
 	}
 }
 
diff --git a/integration_test.go b/integration_test.go
index a7e977f..320d670 100644
--- a/integration_test.go
+++ b/integration_test.go
@@ -23,12 +23,12 @@ import (
 )
 
 type Request struct {
-	Message string `json:"message"`
+	Message string `json:"Message"`
 }
 
 type Response struct {
 	Error   bool   `json:"error"`
-	Message string `json:"message"`
+	Message string `json:"Message"`
 }
 
 type handler struct {
@@ -377,6 +377,7 @@ func runRequest(
 	}()
 	<-ready
 	if responseStatus, err = client.Post(
+		context.Background(),
 		"",
 		&Request{Message: message},
 		&response,