diff --git a/bot/bot.go b/bot/bot.go
index ef8b03f..e855eb2 100644
--- a/bot/bot.go
+++ b/bot/bot.go
@@ -87,11 +87,19 @@ func (b *Bot) heyHandler(bot *telego.Bot, update telego.Update) {
 
 	b.stats.HeyRequest()
 
+	parts := strings.SplitN(update.Message.Text, " ", 2)
+	userMessage := "Hey!"
+	if len(parts) == 2 {
+		userMessage = parts[1]
+	}
+
 	chatID := tu.ID(update.Message.Chat.ID)
 
 	b.sendTyping(chatID)
 
-	llmReply, err := b.llm.HandleSingleRequest(update.Message.Text, llm.ModelMistralUncensored)
+	requestContext := b.createLlmRequestContext(update)
+
+	llmReply, err := b.llm.HandleSingleRequest(userMessage, llm.ModelMistralUncensored, requestContext)
 	if err != nil {
 		slog.Error("Cannot get reply from LLM connector")
 
@@ -114,6 +122,8 @@ func (b *Bot) heyHandler(bot *telego.Bot, update telego.Update) {
 
 	if err != nil {
 		slog.Error("Can't send reply message", err)
+
+		b.trySendReplyError(update.Message)
 	}
 }
 
@@ -179,6 +189,8 @@ func (b *Bot) summarizeHandler(bot *telego.Bot, update telego.Update) {
 
 	if err != nil {
 		slog.Error("Can't send reply message", err)
+
+		b.trySendReplyError(update.Message)
 	}
 }
 
@@ -198,6 +210,8 @@ func (b *Bot) helpHandler(bot *telego.Bot, update telego.Update) {
 	)))
 	if err != nil {
 		slog.Error("Cannot send a message", err)
+
+		b.trySendReplyError(update.Message)
 	}
 }
 
@@ -215,6 +229,8 @@ func (b *Bot) startHandler(bot *telego.Bot, update telego.Update) {
 	)))
 	if err != nil {
 		slog.Error("Cannot send a message", err)
+
+		b.trySendReplyError(update.Message)
 	}
 }
 
@@ -234,9 +250,40 @@ func (b *Bot) statsHandler(bot *telego.Bot, update telego.Update) {
 	)).WithParseMode("Markdown"))
 	if err != nil {
 		slog.Error("Cannot send a message", err)
+
+		b.trySendReplyError(update.Message)
 	}
 }
 
+func (b *Bot) createLlmRequestContext(update telego.Update) llm.RequestContext {
+	message := update.Message
+
+	rc := llm.RequestContext{}
+
+	if message == nil {
+		return rc
+	}
+
+	user := message.From
+	if user != nil {
+		rc.User = llm.UserContext{
+			Username:  user.Username,
+			FirstName: user.FirstName,
+			LastName:  user.LastName,
+			IsPremium: user.IsPremium,
+		}
+	}
+
+	chat := message.Chat
+	rc.Chat = llm.ChatContext{
+		Title:       chat.Title,
+		Description: chat.Description,
+		Type:        chat.Type,
+	}
+
+	return rc
+}
+
 func (b *Bot) reply(originalMessage *telego.Message, newMessage *telego.SendMessageParams) *telego.SendMessageParams {
 	return newMessage.WithReplyParameters(&telego.ReplyParameters{
 		MessageID: originalMessage.MessageID,
@@ -244,10 +291,21 @@ func (b *Bot) reply(originalMessage *telego.Message, newMessage *telego.SendMess
 }
 
 func (b *Bot) sendTyping(chatId telego.ChatID) {
-	slog.Info("Setting 'typing' chat action")
+	slog.Debug("Setting 'typing' chat action")
 
 	err := b.api.SendChatAction(tu.ChatAction(chatId, "typing"))
 	if err != nil {
 		slog.Error("Cannot set chat action", err)
 	}
 }
+
+func (b *Bot) trySendReplyError(message *telego.Message) {
+	if message == nil {
+		return
+	}
+
+	_, _ = b.api.SendMessage(b.reply(message, tu.Message(
+		tu.ID(message.Chat.ID),
+		"Error occurred while trying to send reply.",
+	)))
+}
diff --git a/llm/llm.go b/llm/llm.go
index 483a36e..4a5084b 100644
--- a/llm/llm.go
+++ b/llm/llm.go
@@ -29,13 +29,16 @@ func NewConnector(baseUrl string, token string) *LlmConnector {
 	}
 }
 
-func (l *LlmConnector) HandleSingleRequest(text string, model string) (string, error) {
+func (l *LlmConnector) HandleSingleRequest(text string, model string, requestContext RequestContext) (string, error) {
 	req := openai.ChatCompletionRequest{
 		Model: model,
 		Messages: []openai.ChatCompletionMessage{
 			{
-				Role:    openai.ChatMessageRoleSystem,
-				Content: "You're a bot in the Telegram chat. You are replying to questions directed to you.",
+				Role: openai.ChatMessageRoleSystem,
+				Content: "You're a bot in the Telegram chat. " +
+					"You're using a free model called \"" + model + "\". " +
+					"You see only messages addressed to you using commands due to privacy settings. " +
+					requestContext.Prompt(),
 			},
 		},
 	}
diff --git a/llm/request_context.go b/llm/request_context.go
new file mode 100644
index 0000000..4ba248b
--- /dev/null
+++ b/llm/request_context.go
@@ -0,0 +1,38 @@
+package llm
+
+type RequestContext struct {
+	User UserContext
+	Chat ChatContext
+}
+
+type UserContext struct {
+	Username  string
+	FirstName string
+	LastName  string
+	IsPremium bool
+}
+
+type ChatContext struct {
+	Title       string
+	Description string
+	Type        string
+}
+
+func (c RequestContext) Prompt() string {
+	prompt := "The chat you're in is called \"" + c.Chat.Title + "\". " +
+		"The type of chat is \"" + c.Chat.Type + "\". " +
+		"The chat description is \"" + c.Chat.Description + "\". "
+	if c.User.Username != "" {
+		prompt += "The user who wrote you has username \"@" + c.Chat.Description + "\". "
+	}
+	prompt += "Their first name is \"" + c.User.FirstName + "\". "
+	if c.User.LastName != "" {
+		prompt += "Their last name is \"" + c.User.LastName + "\". "
+	}
+
+	if c.User.IsPremium {
+		prompt += "They have Telegram Premium subscription. "
+	}
+
+	return prompt
+}