feat: add support for images

12 files changed, 481 insertions, 409 deletions

diff --git a/internal/llm/agent/agent.go b/internal/llm/agent/agent.go
index ba65f594e..cbc30fa96 100644
--- a/internal/llm/agent/agent.go
+++ b/internal/llm/agent/agent.go
@@ -39,7 +39,7 @@ func (e *AgentEvent) Response() message.Message {
 }
 
 type Service interface {
-	Run(ctx context.Context, sessionID string, content string) (<-chan AgentEvent, error)
+	Run(ctx context.Context, sessionID string, content string, attachments ...message.Attachment) (<-chan AgentEvent, error)
 	Cancel(sessionID string)
 	IsSessionBusy(sessionID string) bool
 	IsBusy() bool
@@ -59,7 +59,7 @@ type agent struct {
 	titleProvider provider.Provider
 
 	activeRequests sync.Map
-	pauseLock     sync.RWMutex // Lock for pausing message processing
+	pauseLock      sync.RWMutex // Lock for pausing message processing
 }
 
 func NewAgent(
@@ -122,6 +122,9 @@ func (a *agent) IsSessionBusy(sessionID string) bool {
 }
 
 func (a *agent) generateTitle(ctx context.Context, sessionID string, content string) error {
+	if content == "" {
+		return nil
+	}
 	if a.titleProvider == nil {
 		return nil
 	}
@@ -129,16 +132,13 @@ func (a *agent) generateTitle(ctx context.Context, sessionID string, content str
 	if err != nil {
 		return err
 	}
+	parts := []message.ContentPart{message.TextContent{Text: content}}
 	response, err := a.titleProvider.SendMessages(
 		ctx,
 		[]message.Message{
 			{
-				Role: message.User,
-				Parts: []message.ContentPart{
-					message.TextContent{
-						Text: content,
-					},
-				},
+				Role:  message.User,
+				Parts: parts,
 			},
 		},
 		make([]tools.BaseTool, 0),
@@ -163,7 +163,10 @@ func (a *agent) err(err error) AgentEvent {
 	}
 }
 
-func (a *agent) Run(ctx context.Context, sessionID string, content string) (<-chan AgentEvent, error) {
+func (a *agent) Run(ctx context.Context, sessionID string, content string, attachments ...message.Attachment) (<-chan AgentEvent, error) {
+	if !a.provider.Model().SupportsAttachments && attachments != nil {
+		attachments = nil
+	}
 	events := make(chan AgentEvent)
 	if a.IsSessionBusy(sessionID) {
 		return nil, ErrSessionBusy
@@ -177,10 +180,13 @@ func (a *agent) Run(ctx context.Context, sessionID string, content string) (<-ch
 		defer logging.RecoverPanic("agent.Run", func() {
 			events <- a.err(fmt.Errorf("panic while running the agent"))
 		})
-
-		result := a.processGeneration(genCtx, sessionID, content)
+		var attachmentParts []message.ContentPart
+		for _, attachment := range attachments {
+			attachmentParts = append(attachmentParts, message.BinaryContent{Path: attachment.FilePath, MIMEType: attachment.MimeType, Data: attachment.Content})
+		}
+		result := a.processGeneration(genCtx, sessionID, content, attachmentParts)
 		if result.Err() != nil && !errors.Is(result.Err(), ErrRequestCancelled) && !errors.Is(result.Err(), context.Canceled) {
-			logging.ErrorPersist(fmt.Sprintf("Generation error for session %s: %v", sessionID, result))
+			logging.ErrorPersist(result.Err().Error())
 		}
 		logging.Debug("Request completed", "sessionID", sessionID)
 		a.activeRequests.Delete(sessionID)
@@ -191,7 +197,7 @@ func (a *agent) Run(ctx context.Context, sessionID string, content string) (<-ch
 	return events, nil
 }
 
-func (a *agent) processGeneration(ctx context.Context, sessionID, content string) AgentEvent {
+func (a *agent) processGeneration(ctx context.Context, sessionID, content string, attachmentParts []message.ContentPart) AgentEvent {
 	// Get the current session to check for summary
 	currentSession, err := a.sessions.Get(ctx, sessionID)
 	if err != nil {
@@ -227,7 +233,7 @@ func (a *agent) processGeneration(ctx context.Context, sessionID, content string
 		}()
 	}
 
-	userMsg, err := a.createUserMessage(ctx, sessionID, content)
+	userMsg, err := a.createUserMessage(ctx, sessionID, content, attachmentParts)
 	if err != nil {
 		return a.err(fmt.Errorf("failed to create user message: %w", err))
 	}
@@ -251,6 +257,7 @@ func (a *agent) processGeneration(ctx context.Context, sessionID, content string
 
 	// Append the new user message to the conversation history
 	messages = append(messages, userMsg)
+
 	for {
 		// Check for cancellation before each iteration
 		select {
@@ -280,12 +287,12 @@ func (a *agent) processGeneration(ctx context.Context, sessionID, content string
 	}
 }
 
-func (a *agent) createUserMessage(ctx context.Context, sessionID, content string) (message.Message, error) {
+func (a *agent) createUserMessage(ctx context.Context, sessionID, content string, attachmentParts []message.ContentPart) (message.Message, error) {
+	parts := []message.ContentPart{message.TextContent{Text: content}}
+	parts = append(parts, attachmentParts...)
 	return a.messages.Create(ctx, sessionID, message.CreateMessageParams{
-		Role: message.User,
-		Parts: []message.ContentPart{
-			message.TextContent{Text: content},
-		},
+		Role:  message.User,
+		Parts: parts,
 	})
 }
 
@@ -419,7 +426,6 @@ func (a *agent) streamAndHandleEvents(ctx context.Context, sessionID string, msg
 				}
 				continue
 			}
-
 			toolResult, toolErr := tool.Run(ctx, tools.ToolCall{
 				ID:    toolCall.ID,
 				Name:  toolCall.Name,
@@ -575,7 +581,7 @@ func (a *agent) PauseSession(sessionID string) error {
 	if !a.IsSessionBusy(sessionID) {
 		return nil // Session is not active, no need to pause
 	}
-	
+
 	logging.InfoPersist(fmt.Sprintf("Pausing session: %s", sessionID))
 	a.pauseLock.Lock() // Acquire write lock to block new operations
 	return nil
diff --git a/internal/llm/models/anthropic.go b/internal/llm/models/anthropic.go
index d5f410e90..156924a47 100644
--- a/internal/llm/models/anthropic.go
+++ b/internal/llm/models/anthropic.go
@@ -14,64 +14,69 @@ const (
 // https://docs.anthropic.com/en/docs/about-claude/models/all-models
 var AnthropicModels = map[ModelID]Model{
 	Claude35Sonnet: {
-		ID:                 Claude35Sonnet,
-		Name:               "Claude 3.5 Sonnet",
-		Provider:           ProviderAnthropic,
-		APIModel:           "claude-3-5-sonnet-latest",
-		CostPer1MIn:        3.0,
-		CostPer1MInCached:  3.75,
-		CostPer1MOutCached: 0.30,
-		CostPer1MOut:       15.0,
-		ContextWindow:      200000,
-		DefaultMaxTokens:   5000,
+		ID:                  Claude35Sonnet,
+		Name:                "Claude 3.5 Sonnet",
+		Provider:            ProviderAnthropic,
+		APIModel:            "claude-3-5-sonnet-latest",
+		CostPer1MIn:         3.0,
+		CostPer1MInCached:   3.75,
+		CostPer1MOutCached:  0.30,
+		CostPer1MOut:        15.0,
+		ContextWindow:       200000,
+		DefaultMaxTokens:    5000,
+		SupportsAttachments: true,
 	},
 	Claude3Haiku: {
-		ID:                 Claude3Haiku,
-		Name:               "Claude 3 Haiku",
-		Provider:           ProviderAnthropic,
-		APIModel:           "claude-3-haiku-20240307", // doesn't support "-latest"
-		CostPer1MIn:        0.25,
-		CostPer1MInCached:  0.30,
-		CostPer1MOutCached: 0.03,
-		CostPer1MOut:       1.25,
-		ContextWindow:      200000,
-		DefaultMaxTokens:   4096,
+		ID:                  Claude3Haiku,
+		Name:                "Claude 3 Haiku",
+		Provider:            ProviderAnthropic,
+		APIModel:            "claude-3-haiku-20240307", // doesn't support "-latest"
+		CostPer1MIn:         0.25,
+		CostPer1MInCached:   0.30,
+		CostPer1MOutCached:  0.03,
+		CostPer1MOut:        1.25,
+		ContextWindow:       200000,
+		DefaultMaxTokens:    4096,
+		SupportsAttachments: true,
 	},
 	Claude37Sonnet: {
-		ID:                 Claude37Sonnet,
-		Name:               "Claude 3.7 Sonnet",
-		Provider:           ProviderAnthropic,
-		APIModel:           "claude-3-7-sonnet-latest",
-		CostPer1MIn:        3.0,
-		CostPer1MInCached:  3.75,
-		CostPer1MOutCached: 0.30,
-		CostPer1MOut:       15.0,
-		ContextWindow:      200000,
-		DefaultMaxTokens:   50000,
-		CanReason:          true,
+		ID:                  Claude37Sonnet,
+		Name:                "Claude 3.7 Sonnet",
+		Provider:            ProviderAnthropic,
+		APIModel:            "claude-3-7-sonnet-latest",
+		CostPer1MIn:         3.0,
+		CostPer1MInCached:   3.75,
+		CostPer1MOutCached:  0.30,
+		CostPer1MOut:        15.0,
+		ContextWindow:       200000,
+		DefaultMaxTokens:    50000,
+		CanReason:           true,
+		SupportsAttachments: true,
 	},
 	Claude35Haiku: {
-		ID:                 Claude35Haiku,
-		Name:               "Claude 3.5 Haiku",
-		Provider:           ProviderAnthropic,
-		APIModel:           "claude-3-5-haiku-latest",
-		CostPer1MIn:        0.80,
-		CostPer1MInCached:  1.0,
-		CostPer1MOutCached: 0.08,
-		CostPer1MOut:       4.0,
-		ContextWindow:      200000,
-		DefaultMaxTokens:   4096,
+		ID:                  Claude35Haiku,
+		Name:                "Claude 3.5 Haiku",
+		Provider:            ProviderAnthropic,
+		APIModel:            "claude-3-5-haiku-latest",
+		CostPer1MIn:         0.80,
+		CostPer1MInCached:   1.0,
+		CostPer1MOutCached:  0.08,
+		CostPer1MOut:        4.0,
+		ContextWindow:       200000,
+		DefaultMaxTokens:    4096,
+		SupportsAttachments: true,
 	},
 	Claude3Opus: {
-		ID:                 Claude3Opus,
-		Name:               "Claude 3 Opus",
-		Provider:           ProviderAnthropic,
-		APIModel:           "claude-3-opus-latest",
-		CostPer1MIn:        15.0,
-		CostPer1MInCached:  18.75,
-		CostPer1MOutCached: 1.50,
-		CostPer1MOut:       75.0,
-		ContextWindow:      200000,
-		DefaultMaxTokens:   4096,
+		ID:                  Claude3Opus,
+		Name:                "Claude 3 Opus",
+		Provider:            ProviderAnthropic,
+		APIModel:            "claude-3-opus-latest",
+		CostPer1MIn:         15.0,
+		CostPer1MInCached:   18.75,
+		CostPer1MOutCached:  1.50,
+		CostPer1MOut:        75.0,
+		ContextWindow:       200000,
+		DefaultMaxTokens:    4096,
+		SupportsAttachments: true,
 	},
 }
diff --git a/internal/llm/models/azure.go b/internal/llm/models/azure.go
index 6b7bac3a0..416597302 100644
--- a/internal/llm/models/azure.go
+++ b/internal/llm/models/azure.go
@@ -18,140 +18,151 @@ const (
 
 var AzureModels = map[ModelID]Model{
 	AzureGPT41: {
-		ID:                 AzureGPT41,
-		Name:               "Azure OpenAI – GPT 4.1",
-		Provider:           ProviderAzure,
-		APIModel:           "gpt-4.1",
-		CostPer1MIn:        OpenAIModels[GPT41].CostPer1MIn,
-		CostPer1MInCached:  OpenAIModels[GPT41].CostPer1MInCached,
-		CostPer1MOut:       OpenAIModels[GPT41].CostPer1MOut,
-		CostPer1MOutCached: OpenAIModels[GPT41].CostPer1MOutCached,
-		ContextWindow:      OpenAIModels[GPT41].ContextWindow,
-		DefaultMaxTokens:   OpenAIModels[GPT41].DefaultMaxTokens,
+		ID:                  AzureGPT41,
+		Name:                "Azure OpenAI – GPT 4.1",
+		Provider:            ProviderAzure,
+		APIModel:            "gpt-4.1",
+		CostPer1MIn:         OpenAIModels[GPT41].CostPer1MIn,
+		CostPer1MInCached:   OpenAIModels[GPT41].CostPer1MInCached,
+		CostPer1MOut:        OpenAIModels[GPT41].CostPer1MOut,
+		CostPer1MOutCached:  OpenAIModels[GPT41].CostPer1MOutCached,
+		ContextWindow:       OpenAIModels[GPT41].ContextWindow,
+		DefaultMaxTokens:    OpenAIModels[GPT41].DefaultMaxTokens,
+		SupportsAttachments: true,
 	},
 	AzureGPT41Mini: {
-		ID:                 AzureGPT41Mini,
-		Name:               "Azure OpenAI – GPT 4.1 mini",
-		Provider:           ProviderAzure,
-		APIModel:           "gpt-4.1-mini",
-		CostPer1MIn:        OpenAIModels[GPT41Mini].CostPer1MIn,
-		CostPer1MInCached:  OpenAIModels[GPT41Mini].CostPer1MInCached,
-		CostPer1MOut:       OpenAIModels[GPT41Mini].CostPer1MOut,
-		CostPer1MOutCached: OpenAIModels[GPT41Mini].CostPer1MOutCached,
-		ContextWindow:      OpenAIModels[GPT41Mini].ContextWindow,
-		DefaultMaxTokens:   OpenAIModels[GPT41Mini].DefaultMaxTokens,
+		ID:                  AzureGPT41Mini,
+		Name:                "Azure OpenAI – GPT 4.1 mini",
+		Provider:            ProviderAzure,
+		APIModel:            "gpt-4.1-mini",
+		CostPer1MIn:         OpenAIModels[GPT41Mini].CostPer1MIn,
+		CostPer1MInCached:   OpenAIModels[GPT41Mini].CostPer1MInCached,
+		CostPer1MOut:        OpenAIModels[GPT41Mini].CostPer1MOut,
+		CostPer1MOutCached:  OpenAIModels[GPT41Mini].CostPer1MOutCached,
+		ContextWindow:       OpenAIModels[GPT41Mini].ContextWindow,
+		DefaultMaxTokens:    OpenAIModels[GPT41Mini].DefaultMaxTokens,
+		SupportsAttachments: true,
 	},
 	AzureGPT41Nano: {
-		ID:                 AzureGPT41Nano,
-		Name:               "Azure OpenAI – GPT 4.1 nano",
-		Provider:           ProviderAzure,
-		APIModel:           "gpt-4.1-nano",
-		CostPer1MIn:        OpenAIModels[GPT41Nano].CostPer1MIn,
-		CostPer1MInCached:  OpenAIModels[GPT41Nano].CostPer1MInCached,
-		CostPer1MOut:       OpenAIModels[GPT41Nano].CostPer1MOut,
-		CostPer1MOutCached: OpenAIModels[GPT41Nano].CostPer1MOutCached,
-		ContextWindow:      OpenAIModels[GPT41Nano].ContextWindow,
-		DefaultMaxTokens:   OpenAIModels[GPT41Nano].DefaultMaxTokens,
+		ID:                  AzureGPT41Nano,
+		Name:                "Azure OpenAI – GPT 4.1 nano",
+		Provider:            ProviderAzure,
+		APIModel:            "gpt-4.1-nano",
+		CostPer1MIn:         OpenAIModels[GPT41Nano].CostPer1MIn,
+		CostPer1MInCached:   OpenAIModels[GPT41Nano].CostPer1MInCached,
+		CostPer1MOut:        OpenAIModels[GPT41Nano].CostPer1MOut,
+		CostPer1MOutCached:  OpenAIModels[GPT41Nano].CostPer1MOutCached,
+		ContextWindow:       OpenAIModels[GPT41Nano].ContextWindow,
+		DefaultMaxTokens:    OpenAIModels[GPT41Nano].DefaultMaxTokens,
+		SupportsAttachments: true,
 	},
 	AzureGPT45Preview: {
-		ID:                 AzureGPT45Preview,
-		Name:               "Azure OpenAI – GPT 4.5 preview",
-		Provider:           ProviderAzure,
-		APIModel:           "gpt-4.5-preview",
-		CostPer1MIn:        OpenAIModels[GPT45Preview].CostPer1MIn,
-		CostPer1MInCached:  OpenAIModels[GPT45Preview].CostPer1MInCached,
-		CostPer1MOut:       OpenAIModels[GPT45Preview].CostPer1MOut,
-		CostPer1MOutCached: OpenAIModels[GPT45Preview].CostPer1MOutCached,
-		ContextWindow:      OpenAIModels[GPT45Preview].ContextWindow,
-		DefaultMaxTokens:   OpenAIModels[GPT45Preview].DefaultMaxTokens,
+		ID:                  AzureGPT45Preview,
+		Name:                "Azure OpenAI – GPT 4.5 preview",
+		Provider:            ProviderAzure,
+		APIModel:            "gpt-4.5-preview",
+		CostPer1MIn:         OpenAIModels[GPT45Preview].CostPer1MIn,
+		CostPer1MInCached:   OpenAIModels[GPT45Preview].CostPer1MInCached,
+		CostPer1MOut:        OpenAIModels[GPT45Preview].CostPer1MOut,
+		CostPer1MOutCached:  OpenAIModels[GPT45Preview].CostPer1MOutCached,
+		ContextWindow:       OpenAIModels[GPT45Preview].ContextWindow,
+		DefaultMaxTokens:    OpenAIModels[GPT45Preview].DefaultMaxTokens,
+		SupportsAttachments: true,
 	},
 	AzureGPT4o: {
-		ID:                 AzureGPT4o,
-		Name:               "Azure OpenAI – GPT-4o",
-		Provider:           ProviderAzure,
-		APIModel:           "gpt-4o",
-		CostPer1MIn:        OpenAIModels[GPT4o].CostPer1MIn,
-		CostPer1MInCached:  OpenAIModels[GPT4o].CostPer1MInCached,
-		CostPer1MOut:       OpenAIModels[GPT4o].CostPer1MOut,
-		CostPer1MOutCached: OpenAIModels[GPT4o].CostPer1MOutCached,
-		ContextWindow:      OpenAIModels[GPT4o].ContextWindow,
-		DefaultMaxTokens:   OpenAIModels[GPT4o].DefaultMaxTokens,
+		ID:                  AzureGPT4o,
+		Name:                "Azure OpenAI – GPT-4o",
+		Provider:            ProviderAzure,
+		APIModel:            "gpt-4o",
+		CostPer1MIn:         OpenAIModels[GPT4o].CostPer1MIn,
+		CostPer1MInCached:   OpenAIModels[GPT4o].CostPer1MInCached,
+		CostPer1MOut:        OpenAIModels[GPT4o].CostPer1MOut,
+		CostPer1MOutCached:  OpenAIModels[GPT4o].CostPer1MOutCached,
+		ContextWindow:       OpenAIModels[GPT4o].ContextWindow,
+		DefaultMaxTokens:    OpenAIModels[GPT4o].DefaultMaxTokens,
+		SupportsAttachments: true,
 	},
 	AzureGPT4oMini: {
-		ID:                 AzureGPT4oMini,
-		Name:               "Azure OpenAI – GPT-4o mini",
-		Provider:           ProviderAzure,
-		APIModel:           "gpt-4o-mini",
-		CostPer1MIn:        OpenAIModels[GPT4oMini].CostPer1MIn,
-		CostPer1MInCached:  OpenAIModels[GPT4oMini].CostPer1MInCached,
-		CostPer1MOut:       OpenAIModels[GPT4oMini].CostPer1MOut,
-		CostPer1MOutCached: OpenAIModels[GPT4oMini].CostPer1MOutCached,
-		ContextWindow:      OpenAIModels[GPT4oMini].ContextWindow,
-		DefaultMaxTokens:   OpenAIModels[GPT4oMini].DefaultMaxTokens,
+		ID:                  AzureGPT4oMini,
+		Name:                "Azure OpenAI – GPT-4o mini",
+		Provider:            ProviderAzure,
+		APIModel:            "gpt-4o-mini",
+		CostPer1MIn:         OpenAIModels[GPT4oMini].CostPer1MIn,
+		CostPer1MInCached:   OpenAIModels[GPT4oMini].CostPer1MInCached,
+		CostPer1MOut:        OpenAIModels[GPT4oMini].CostPer1MOut,
+		CostPer1MOutCached:  OpenAIModels[GPT4oMini].CostPer1MOutCached,
+		ContextWindow:       OpenAIModels[GPT4oMini].ContextWindow,
+		DefaultMaxTokens:    OpenAIModels[GPT4oMini].DefaultMaxTokens,
+		SupportsAttachments: true,
 	},
 	AzureO1: {
-		ID:                 AzureO1,
-		Name:               "Azure OpenAI – O1",
-		Provider:           ProviderAzure,
-		APIModel:           "o1",
-		CostPer1MIn:        OpenAIModels[O1].CostPer1MIn,
-		CostPer1MInCached:  OpenAIModels[O1].CostPer1MInCached,
-		CostPer1MOut:       OpenAIModels[O1].CostPer1MOut,
-		CostPer1MOutCached: OpenAIModels[O1].CostPer1MOutCached,
-		ContextWindow:      OpenAIModels[O1].ContextWindow,
-		DefaultMaxTokens:   OpenAIModels[O1].DefaultMaxTokens,
-		CanReason:          OpenAIModels[O1].CanReason,
+		ID:                  AzureO1,
+		Name:                "Azure OpenAI – O1",
+		Provider:            ProviderAzure,
+		APIModel:            "o1",
+		CostPer1MIn:         OpenAIModels[O1].CostPer1MIn,
+		CostPer1MInCached:   OpenAIModels[O1].CostPer1MInCached,
+		CostPer1MOut:        OpenAIModels[O1].CostPer1MOut,
+		CostPer1MOutCached:  OpenAIModels[O1].CostPer1MOutCached,
+		ContextWindow:       OpenAIModels[O1].ContextWindow,
+		DefaultMaxTokens:    OpenAIModels[O1].DefaultMaxTokens,
+		CanReason:           OpenAIModels[O1].CanReason,
+		SupportsAttachments: true,
 	},
 	AzureO1Mini: {
-		ID:                 AzureO1Mini,
-		Name:               "Azure OpenAI – O1 mini",
-		Provider:           ProviderAzure,
-		APIModel:           "o1-mini",
-		CostPer1MIn:        OpenAIModels[O1Mini].CostPer1MIn,
-		CostPer1MInCached:  OpenAIModels[O1Mini].CostPer1MInCached,
-		CostPer1MOut:       OpenAIModels[O1Mini].CostPer1MOut,
-		CostPer1MOutCached: OpenAIModels[O1Mini].CostPer1MOutCached,
-		ContextWindow:      OpenAIModels[O1Mini].ContextWindow,
-		DefaultMaxTokens:   OpenAIModels[O1Mini].DefaultMaxTokens,
-		CanReason:          OpenAIModels[O1Mini].CanReason,
+		ID:                  AzureO1Mini,
+		Name:                "Azure OpenAI – O1 mini",
+		Provider:            ProviderAzure,
+		APIModel:            "o1-mini",
+		CostPer1MIn:         OpenAIModels[O1Mini].CostPer1MIn,
+		CostPer1MInCached:   OpenAIModels[O1Mini].CostPer1MInCached,
+		CostPer1MOut:        OpenAIModels[O1Mini].CostPer1MOut,
+		CostPer1MOutCached:  OpenAIModels[O1Mini].CostPer1MOutCached,
+		ContextWindow:       OpenAIModels[O1Mini].ContextWindow,
+		DefaultMaxTokens:    OpenAIModels[O1Mini].DefaultMaxTokens,
+		CanReason:           OpenAIModels[O1Mini].CanReason,
+		SupportsAttachments: true,
 	},
 	AzureO3: {
-		ID:                 AzureO3,
-		Name:               "Azure OpenAI – O3",
-		Provider:           ProviderAzure,
-		APIModel:           "o3",
-		CostPer1MIn:        OpenAIModels[O3].CostPer1MIn,
-		CostPer1MInCached:  OpenAIModels[O3].CostPer1MInCached,
-		CostPer1MOut:       OpenAIModels[O3].CostPer1MOut,
-		CostPer1MOutCached: OpenAIModels[O3].CostPer1MOutCached,
-		ContextWindow:      OpenAIModels[O3].ContextWindow,
-		DefaultMaxTokens:   OpenAIModels[O3].DefaultMaxTokens,
-		CanReason:          OpenAIModels[O3].CanReason,
+		ID:                  AzureO3,
+		Name:                "Azure OpenAI – O3",
+		Provider:            ProviderAzure,
+		APIModel:            "o3",
+		CostPer1MIn:         OpenAIModels[O3].CostPer1MIn,
+		CostPer1MInCached:   OpenAIModels[O3].CostPer1MInCached,
+		CostPer1MOut:        OpenAIModels[O3].CostPer1MOut,
+		CostPer1MOutCached:  OpenAIModels[O3].CostPer1MOutCached,
+		ContextWindow:       OpenAIModels[O3].ContextWindow,
+		DefaultMaxTokens:    OpenAIModels[O3].DefaultMaxTokens,
+		CanReason:           OpenAIModels[O3].CanReason,
+		SupportsAttachments: true,
 	},
 	AzureO3Mini: {
-		ID:                 AzureO3Mini,
-		Name:               "Azure OpenAI – O3 mini",
-		Provider:           ProviderAzure,
-		APIModel:           "o3-mini",
-		CostPer1MIn:        OpenAIModels[O3Mini].CostPer1MIn,
-		CostPer1MInCached:  OpenAIModels[O3Mini].CostPer1MInCached,
-		CostPer1MOut:       OpenAIModels[O3Mini].CostPer1MOut,
-		CostPer1MOutCached: OpenAIModels[O3Mini].CostPer1MOutCached,
-		ContextWindow:      OpenAIModels[O3Mini].ContextWindow,
-		DefaultMaxTokens:   OpenAIModels[O3Mini].DefaultMaxTokens,
-		CanReason:          OpenAIModels[O3Mini].CanReason,
+		ID:                  AzureO3Mini,
+		Name:                "Azure OpenAI – O3 mini",
+		Provider:            ProviderAzure,
+		APIModel:            "o3-mini",
+		CostPer1MIn:         OpenAIModels[O3Mini].CostPer1MIn,
+		CostPer1MInCached:   OpenAIModels[O3Mini].CostPer1MInCached,
+		CostPer1MOut:        OpenAIModels[O3Mini].CostPer1MOut,
+		CostPer1MOutCached:  OpenAIModels[O3Mini].CostPer1MOutCached,
+		ContextWindow:       OpenAIModels[O3Mini].ContextWindow,
+		DefaultMaxTokens:    OpenAIModels[O3Mini].DefaultMaxTokens,
+		CanReason:           OpenAIModels[O3Mini].CanReason,
+		SupportsAttachments: false,
 	},
 	AzureO4Mini: {
-		ID:                 AzureO4Mini,
-		Name:               "Azure OpenAI – O4 mini",
-		Provider:           ProviderAzure,
-		APIModel:           "o4-mini",
-		CostPer1MIn:        OpenAIModels[O4Mini].CostPer1MIn,
-		CostPer1MInCached:  OpenAIModels[O4Mini].CostPer1MInCached,
-		CostPer1MOut:       OpenAIModels[O4Mini].CostPer1MOut,
-		CostPer1MOutCached: OpenAIModels[O4Mini].CostPer1MOutCached,
-		ContextWindow:      OpenAIModels[O4Mini].ContextWindow,
-		DefaultMaxTokens:   OpenAIModels[O4Mini].DefaultMaxTokens,
-		CanReason:          OpenAIModels[O4Mini].CanReason,
+		ID:                  AzureO4Mini,
+		Name:                "Azure OpenAI – O4 mini",
+		Provider:            ProviderAzure,
+		APIModel:            "o4-mini",
+		CostPer1MIn:         OpenAIModels[O4Mini].CostPer1MIn,
+		CostPer1MInCached:   OpenAIModels[O4Mini].CostPer1MInCached,
+		CostPer1MOut:        OpenAIModels[O4Mini].CostPer1MOut,
+		CostPer1MOutCached:  OpenAIModels[O4Mini].CostPer1MOutCached,
+		ContextWindow:       OpenAIModels[O4Mini].ContextWindow,
+		DefaultMaxTokens:    OpenAIModels[O4Mini].DefaultMaxTokens,
+		CanReason:           OpenAIModels[O4Mini].CanReason,
+		SupportsAttachments: true,
 	},
 }
diff --git a/internal/llm/models/gemini.go b/internal/llm/models/gemini.go
index 00bf7387f..f73910166 100644
--- a/internal/llm/models/gemini.go
+++ b/internal/llm/models/gemini.go
@@ -12,52 +12,56 @@ const (
 
 var GeminiModels = map[ModelID]Model{
 	Gemini25Flash: {
-		ID:                 Gemini25Flash,
-		Name:               "Gemini 2.5 Flash",
-		Provider:           ProviderGemini,
-		APIModel:           "gemini-2.5-flash-preview-04-17",
-		CostPer1MIn:        0.15,
-		CostPer1MInCached:  0,
-		CostPer1MOutCached: 0,
-		CostPer1MOut:       0.60,
-		ContextWindow:      1000000,
-		DefaultMaxTokens:   50000,
+		ID:                  Gemini25Flash,
+		Name:                "Gemini 2.5 Flash",
+		Provider:            ProviderGemini,
+		APIModel:            "gemini-2.5-flash-preview-04-17",
+		CostPer1MIn:         0.15,
+		CostPer1MInCached:   0,
+		CostPer1MOutCached:  0,
+		CostPer1MOut:        0.60,
+		ContextWindow:       1000000,
+		DefaultMaxTokens:    50000,
+		SupportsAttachments: true,
 	},
 	Gemini25: {
-		ID:                 Gemini25,
-		Name:               "Gemini 2.5 Pro",
-		Provider:           ProviderGemini,
-		APIModel:           "gemini-2.5-pro-preview-03-25",
-		CostPer1MIn:        1.25,
-		CostPer1MInCached:  0,
-		CostPer1MOutCached: 0,
-		CostPer1MOut:       10,
-		ContextWindow:      1000000,
-		DefaultMaxTokens:   50000,
+		ID:                  Gemini25,
+		Name:                "Gemini 2.5 Pro",
+		Provider:            ProviderGemini,
+		APIModel:            "gemini-2.5-pro-preview-03-25",
+		CostPer1MIn:         1.25,
+		CostPer1MInCached:   0,
+		CostPer1MOutCached:  0,
+		CostPer1MOut:        10,
+		ContextWindow:       1000000,
+		DefaultMaxTokens:    50000,
+		SupportsAttachments: true,
 	},
 
 	Gemini20Flash: {
-		ID:                 Gemini20Flash,
-		Name:               "Gemini 2.0 Flash",
-		Provider:           ProviderGemini,
-		APIModel:           "gemini-2.0-flash",
-		CostPer1MIn:        0.10,
-		CostPer1MInCached:  0,
-		CostPer1MOutCached: 0,
-		CostPer1MOut:       0.40,
-		ContextWindow:      1000000,
-		DefaultMaxTokens:   6000,
+		ID:                  Gemini20Flash,
+		Name:                "Gemini 2.0 Flash",
+		Provider:            ProviderGemini,
+		APIModel:            "gemini-2.0-flash",
+		CostPer1MIn:         0.10,
+		CostPer1MInCached:   0,
+		CostPer1MOutCached:  0,
+		CostPer1MOut:        0.40,
+		ContextWindow:       1000000,
+		DefaultMaxTokens:    6000,
+		SupportsAttachments: true,
 	},
 	Gemini20FlashLite: {
-		ID:                 Gemini20FlashLite,
-		Name:               "Gemini 2.0 Flash Lite",
-		Provider:           ProviderGemini,
-		APIModel:           "gemini-2.0-flash-lite",
-		CostPer1MIn:        0.05,
-		CostPer1MInCached:  0,
-		CostPer1MOutCached: 0,
-		CostPer1MOut:       0.30,
-		ContextWindow:      1000000,
-		DefaultMaxTokens:   6000,
+		ID:                  Gemini20FlashLite,
+		Name:                "Gemini 2.0 Flash Lite",
+		Provider:            ProviderGemini,
+		APIModel:            "gemini-2.0-flash-lite",
+		CostPer1MIn:         0.05,
+		CostPer1MInCached:   0,
+		CostPer1MOutCached:  0,
+		CostPer1MOut:        0.30,
+		ContextWindow:       1000000,
+		DefaultMaxTokens:    6000,
+		SupportsAttachments: true,
 	},
 }
diff --git a/internal/llm/models/groq.go b/internal/llm/models/groq.go
index 749895b40..19917f20b 100644
--- a/internal/llm/models/groq.go
+++ b/internal/llm/models/groq.go
@@ -28,55 +28,60 @@ var GroqModels = map[ModelID]Model{
 		ContextWindow:      128_000,
 		DefaultMaxTokens:   50000,
 		// for some reason, the groq api doesn't like the reasoningEffort parameter
-		CanReason: false,
+		CanReason:           false,
+		SupportsAttachments: false,
 	},
 
 	Llama4Scout: {
-		ID:                 Llama4Scout,
-		Name:               "Llama4Scout",
-		Provider:           ProviderGROQ,
-		APIModel:           "meta-llama/llama-4-scout-17b-16e-instruct",
-		CostPer1MIn:        0.11,
-		CostPer1MInCached:  0,
-		CostPer1MOutCached: 0,
-		CostPer1MOut:       0.34,
-		ContextWindow:      128_000, // 10M when?
+		ID:                  Llama4Scout,
+		Name:                "Llama4Scout",
+		Provider:            ProviderGROQ,
+		APIModel:            "meta-llama/llama-4-scout-17b-16e-instruct",
+		CostPer1MIn:         0.11,
+		CostPer1MInCached:   0,
+		CostPer1MOutCached:  0,
+		CostPer1MOut:        0.34,
+		ContextWindow:       128_000, // 10M when?
+		SupportsAttachments: true,
 	},
 
 	Llama4Maverick: {
-		ID:                 Llama4Maverick,
-		Name:               "Llama4Maverick",
-		Provider:           ProviderGROQ,
-		APIModel:           "meta-llama/llama-4-maverick-17b-128e-instruct",
-		CostPer1MIn:        0.20,
-		CostPer1MInCached:  0,
-		CostPer1MOutCached: 0,
-		CostPer1MOut:       0.20,
-		ContextWindow:      128_000,
+		ID:                  Llama4Maverick,
+		Name:                "Llama4Maverick",
+		Provider:            ProviderGROQ,
+		APIModel:            "meta-llama/llama-4-maverick-17b-128e-instruct",
+		CostPer1MIn:         0.20,
+		CostPer1MInCached:   0,
+		CostPer1MOutCached:  0,
+		CostPer1MOut:        0.20,
+		ContextWindow:       128_000,
+		SupportsAttachments: true,
 	},
 
 	Llama3_3_70BVersatile: {
-		ID:                 Llama3_3_70BVersatile,
-		Name:               "Llama3_3_70BVersatile",
-		Provider:           ProviderGROQ,
-		APIModel:           "llama-3.3-70b-versatile",
-		CostPer1MIn:        0.59,
-		CostPer1MInCached:  0,
-		CostPer1MOutCached: 0,
-		CostPer1MOut:       0.79,
-		ContextWindow:      128_000,
+		ID:                  Llama3_3_70BVersatile,
+		Name:                "Llama3_3_70BVersatile",
+		Provider:            ProviderGROQ,
+		APIModel:            "llama-3.3-70b-versatile",
+		CostPer1MIn:         0.59,
+		CostPer1MInCached:   0,
+		CostPer1MOutCached:  0,
+		CostPer1MOut:        0.79,
+		ContextWindow:       128_000,
+		SupportsAttachments: false,
 	},
 
 	DeepseekR1DistillLlama70b: {
-		ID:                 DeepseekR1DistillLlama70b,
-		Name:               "DeepseekR1DistillLlama70b",
-		Provider:           ProviderGROQ,
-		APIModel:           "deepseek-r1-distill-llama-70b",
-		CostPer1MIn:        0.75,
-		CostPer1MInCached:  0,
-		CostPer1MOutCached: 0,
-		CostPer1MOut:       0.99,
-		ContextWindow:      128_000,
-		CanReason:          true,
+		ID:                  DeepseekR1DistillLlama70b,
+		Name:                "DeepseekR1DistillLlama70b",
+		Provider:            ProviderGROQ,
+		APIModel:            "deepseek-r1-distill-llama-70b",
+		CostPer1MIn:         0.75,
+		CostPer1MInCached:   0,
+		CostPer1MOutCached:  0,
+		CostPer1MOut:        0.99,
+		ContextWindow:       128_000,
+		CanReason:           true,
+		SupportsAttachments: false,
 	},
 }
diff --git a/internal/llm/models/models.go b/internal/llm/models/models.go
index 3403bec2d..7fc90e7b8 100644
--- a/internal/llm/models/models.go
+++ b/internal/llm/models/models.go
@@ -8,17 +8,18 @@ type (
 )
 
 type Model struct {
-	ID                 ModelID       `json:"id"`
-	Name               string        `json:"name"`
-	Provider           ModelProvider `json:"provider"`
-	APIModel           string        `json:"api_model"`
-	CostPer1MIn        float64       `json:"cost_per_1m_in"`
-	CostPer1MOut       float64       `json:"cost_per_1m_out"`
-	CostPer1MInCached  float64       `json:"cost_per_1m_in_cached"`
-	CostPer1MOutCached float64       `json:"cost_per_1m_out_cached"`
-	ContextWindow      int64         `json:"context_window"`
-	DefaultMaxTokens   int64         `json:"default_max_tokens"`
-	CanReason          bool          `json:"can_reason"`
+	ID                  ModelID       `json:"id"`
+	Name                string        `json:"name"`
+	Provider            ModelProvider `json:"provider"`
+	APIModel            string        `json:"api_model"`
+	CostPer1MIn         float64       `json:"cost_per_1m_in"`
+	CostPer1MOut        float64       `json:"cost_per_1m_out"`
+	CostPer1MInCached   float64       `json:"cost_per_1m_in_cached"`
+	CostPer1MOutCached  float64       `json:"cost_per_1m_out_cached"`
+	ContextWindow       int64         `json:"context_window"`
+	DefaultMaxTokens    int64         `json:"default_max_tokens"`
+	CanReason           bool          `json:"can_reason"`
+	SupportsAttachments bool          `json:"supports_attachments"`
 }
 
 // Model IDs
diff --git a/internal/llm/models/openai.go b/internal/llm/models/openai.go
index f0cbb298c..abe0e30c5 100644
--- a/internal/llm/models/openai.go
+++ b/internal/llm/models/openai.go
@@ -19,151 +19,163 @@ const (
 
 var OpenAIModels = map[ModelID]Model{
 	GPT41: {
-		ID:                 GPT41,
-		Name:               "GPT 4.1",
-		Provider:           ProviderOpenAI,
-		APIModel:           "gpt-4.1",
-		CostPer1MIn:        2.00,
-		CostPer1MInCached:  0.50,
-		CostPer1MOutCached: 0.0,
-		CostPer1MOut:       8.00,
-		ContextWindow:      1_047_576,
-		DefaultMaxTokens:   20000,
+		ID:                  GPT41,
+		Name:                "GPT 4.1",
+		Provider:            ProviderOpenAI,
+		APIModel:            "gpt-4.1",
+		CostPer1MIn:         2.00,
+		CostPer1MInCached:   0.50,
+		CostPer1MOutCached:  0.0,
+		CostPer1MOut:        8.00,
+		ContextWindow:       1_047_576,
+		DefaultMaxTokens:    20000,
+		SupportsAttachments: true,
 	},
 	GPT41Mini: {
-		ID:                 GPT41Mini,
-		Name:               "GPT 4.1 mini",
-		Provider:           ProviderOpenAI,
-		APIModel:           "gpt-4.1",
-		CostPer1MIn:        0.40,
-		CostPer1MInCached:  0.10,
-		CostPer1MOutCached: 0.0,
-		CostPer1MOut:       1.60,
-		ContextWindow:      200_000,
-		DefaultMaxTokens:   20000,
+		ID:                  GPT41Mini,
+		Name:                "GPT 4.1 mini",
+		Provider:            ProviderOpenAI,
+		APIModel:            "gpt-4.1",
+		CostPer1MIn:         0.40,
+		CostPer1MInCached:   0.10,
+		CostPer1MOutCached:  0.0,
+		CostPer1MOut:        1.60,
+		ContextWindow:       200_000,
+		DefaultMaxTokens:    20000,
+		SupportsAttachments: true,
 	},
 	GPT41Nano: {
-		ID:                 GPT41Nano,
-		Name:               "GPT 4.1 nano",
-		Provider:           ProviderOpenAI,
-		APIModel:           "gpt-4.1-nano",
-		CostPer1MIn:        0.10,
-		CostPer1MInCached:  0.025,
-		CostPer1MOutCached: 0.0,
-		CostPer1MOut:       0.40,
-		ContextWindow:      1_047_576,
-		DefaultMaxTokens:   20000,
+		ID:                  GPT41Nano,
+		Name:                "GPT 4.1 nano",
+		Provider:            ProviderOpenAI,
+		APIModel:            "gpt-4.1-nano",
+		CostPer1MIn:         0.10,
+		CostPer1MInCached:   0.025,
+		CostPer1MOutCached:  0.0,
+		CostPer1MOut:        0.40,
+		ContextWindow:       1_047_576,
+		DefaultMaxTokens:    20000,
+		SupportsAttachments: true,
 	},
 	GPT45Preview: {
-		ID:                 GPT45Preview,
-		Name:               "GPT 4.5 preview",
-		Provider:           ProviderOpenAI,
-		APIModel:           "gpt-4.5-preview",
-		CostPer1MIn:        75.00,
-		CostPer1MInCached:  37.50,
-		CostPer1MOutCached: 0.0,
-		CostPer1MOut:       150.00,
-		ContextWindow:      128_000,
-		DefaultMaxTokens:   15000,
+		ID:                  GPT45Preview,
+		Name:                "GPT 4.5 preview",
+		Provider:            ProviderOpenAI,
+		APIModel:            "gpt-4.5-preview",
+		CostPer1MIn:         75.00,
+		CostPer1MInCached:   37.50,
+		CostPer1MOutCached:  0.0,
+		CostPer1MOut:        150.00,
+		ContextWindow:       128_000,
+		DefaultMaxTokens:    15000,
+		SupportsAttachments: true,
 	},
 	GPT4o: {
-		ID:                 GPT4o,
-		Name:               "GPT 4o",
-		Provider:           ProviderOpenAI,
-		APIModel:           "gpt-4o",
-		CostPer1MIn:        2.50,
-		CostPer1MInCached:  1.25,
-		CostPer1MOutCached: 0.0,
-		CostPer1MOut:       10.00,
-		ContextWindow:      128_000,
-		DefaultMaxTokens:   4096,
+		ID:                  GPT4o,
+		Name:                "GPT 4o",
+		Provider:            ProviderOpenAI,
+		APIModel:            "gpt-4o",
+		CostPer1MIn:         2.50,
+		CostPer1MInCached:   1.25,
+		CostPer1MOutCached:  0.0,
+		CostPer1MOut:        10.00,
+		ContextWindow:       128_000,
+		DefaultMaxTokens:    4096,
+		SupportsAttachments: true,
 	},
 	GPT4oMini: {
-		ID:                 GPT4oMini,
-		Name:               "GPT 4o mini",
-		Provider:           ProviderOpenAI,
-		APIModel:           "gpt-4o-mini",
-		CostPer1MIn:        0.15,
-		CostPer1MInCached:  0.075,
-		CostPer1MOutCached: 0.0,
-		CostPer1MOut:       0.60,
-		ContextWindow:      128_000,
+		ID:                  GPT4oMini,
+		Name:                "GPT 4o mini",
+		Provider:            ProviderOpenAI,
+		APIModel:            "gpt-4o-mini",
+		CostPer1MIn:         0.15,
+		CostPer1MInCached:   0.075,
+		CostPer1MOutCached:  0.0,
+		CostPer1MOut:        0.60,
+		ContextWindow:       128_000,
+		SupportsAttachments: true,
 	},
 	O1: {
-		ID:                 O1,
-		Name:               "O1",
-		Provider:           ProviderOpenAI,
-		APIModel:           "o1",
-		CostPer1MIn:        15.00,
-		CostPer1MInCached:  7.50,
-		CostPer1MOutCached: 0.0,
-		CostPer1MOut:       60.00,
-		ContextWindow:      200_000,
-		DefaultMaxTokens:   50000,
-		CanReason:          true,
+		ID:                  O1,
+		Name:                "O1",
+		Provider:            ProviderOpenAI,
+		APIModel:            "o1",
+		CostPer1MIn:         15.00,
+		CostPer1MInCached:   7.50,
+		CostPer1MOutCached:  0.0,
+		CostPer1MOut:        60.00,
+		ContextWindow:       200_000,
+		DefaultMaxTokens:    50000,
+		CanReason:           true,
+		SupportsAttachments: true,
 	},
 	O1Pro: {
-		ID:                 O1Pro,
-		Name:               "o1 pro",
-		Provider:           ProviderOpenAI,
-		APIModel:           "o1-pro",
-		CostPer1MIn:        150.00,
-		CostPer1MInCached:  0.0,
-		CostPer1MOutCached: 0.0,
-		CostPer1MOut:       600.00,
-		ContextWindow:      200_000,
-		DefaultMaxTokens:   50000,
-		CanReason:          true,
+		ID:                  O1Pro,
+		Name:                "o1 pro",
+		Provider:            ProviderOpenAI,
+		APIModel:            "o1-pro",
+		CostPer1MIn:         150.00,
+		CostPer1MInCached:   0.0,
+		CostPer1MOutCached:  0.0,
+		CostPer1MOut:        600.00,
+		ContextWindow:       200_000,
+		DefaultMaxTokens:    50000,
+		CanReason:           true,
+		SupportsAttachments: true,
 	},
 	O1Mini: {
-		ID:                 O1Mini,
-		Name:               "o1 mini",
-		Provider:           ProviderOpenAI,
-		APIModel:           "o1-mini",
-		CostPer1MIn:        1.10,
-		CostPer1MInCached:  0.55,
-		CostPer1MOutCached: 0.0,
-		CostPer1MOut:       4.40,
-		ContextWindow:      128_000,
-		DefaultMaxTokens:   50000,
-		CanReason:          true,
+		ID:                  O1Mini,
+		Name:                "o1 mini",
+		Provider:            ProviderOpenAI,
+		APIModel:            "o1-mini",
+		CostPer1MIn:         1.10,
+		CostPer1MInCached:   0.55,
+		CostPer1MOutCached:  0.0,
+		CostPer1MOut:        4.40,
+		ContextWindow:       128_000,
+		DefaultMaxTokens:    50000,
+		CanReason:           true,
+		SupportsAttachments: true,
 	},
 	O3: {
-		ID:                 O3,
-		Name:               "o3",
-		Provider:           ProviderOpenAI,
-		APIModel:           "o3",
-		CostPer1MIn:        10.00,
-		CostPer1MInCached:  2.50,
-		CostPer1MOutCached: 0.0,
-		CostPer1MOut:       40.00,
-		ContextWindow:      200_000,
-		CanReason:          true,
+		ID:                  O3,
+		Name:                "o3",
+		Provider:            ProviderOpenAI,
+		APIModel:            "o3",
+		CostPer1MIn:         10.00,
+		CostPer1MInCached:   2.50,
+		CostPer1MOutCached:  0.0,
+		CostPer1MOut:        40.00,
+		ContextWindow:       200_000,
+		CanReason:           true,
+		SupportsAttachments: true,
 	},
 	O3Mini: {
-		ID:                 O3Mini,
-		Name:               "o3 mini",
-		Provider:           ProviderOpenAI,
-		APIModel:           "o3-mini",
-		CostPer1MIn:        1.10,
-		CostPer1MInCached:  0.55,
-		CostPer1MOutCached: 0.0,
-		CostPer1MOut:       4.40,
-		ContextWindow:      200_000,
-		DefaultMaxTokens:   50000,
-		CanReason:          true,
+		ID:                  O3Mini,
+		Name:                "o3 mini",
+		Provider:            ProviderOpenAI,
+		APIModel:            "o3-mini",
+		CostPer1MIn:         1.10,
+		CostPer1MInCached:   0.55,
+		CostPer1MOutCached:  0.0,
+		CostPer1MOut:        4.40,
+		ContextWindow:       200_000,
+		DefaultMaxTokens:    50000,
+		CanReason:           true,
+		SupportsAttachments: false,
 	},
 	O4Mini: {
-		ID:                 O4Mini,
-		Name:               "o4 mini",
-		Provider:           ProviderOpenAI,
-		APIModel:           "o4-mini",
-		CostPer1MIn:        1.10,
-		CostPer1MInCached:  0.275,
-		CostPer1MOutCached: 0.0,
-		CostPer1MOut:       4.40,
-		ContextWindow:      128_000,
-		DefaultMaxTokens:   50000,
-		CanReason:          true,
+		ID:                  O4Mini,
+		Name:                "o4 mini",
+		Provider:            ProviderOpenAI,
+		APIModel:            "o4-mini",
+		CostPer1MIn:         1.10,
+		CostPer1MInCached:   0.275,
+		CostPer1MOutCached:  0.0,
+		CostPer1MOut:        4.40,
+		ContextWindow:       128_000,
+		DefaultMaxTokens:    50000,
+		CanReason:           true,
+		SupportsAttachments: true,
 	},
 }
diff --git a/internal/llm/prompt/title.go b/internal/llm/prompt/title.go
index 98570d3fa..956481520 100644
--- a/internal/llm/prompt/title.go
+++ b/internal/llm/prompt/title.go
@@ -8,5 +8,6 @@ func TitlePrompt(_ models.ModelProvider) string {
 - the title should be a summary of the user's message
 - it should be one line long
 - do not use quotes or colons
-- the entire text you return will be used as the title`
+- the entire text you return will be used as the title
+- never return anything that is more than one sentence (one line) long`
 }
diff --git a/internal/llm/provider/anthropic.go b/internal/llm/provider/anthropic.go
index a96fe83ee..345904cf3 100644
--- a/internal/llm/provider/anthropic.go
+++ b/internal/llm/provider/anthropic.go
@@ -13,6 +13,7 @@ import (
 	"github.com/anthropics/anthropic-sdk-go/bedrock"
 	"github.com/anthropics/anthropic-sdk-go/option"
 	"github.com/opencode-ai/opencode/internal/config"
+	"github.com/opencode-ai/opencode/internal/llm/models"
 	"github.com/opencode-ai/opencode/internal/llm/tools"
 	"github.com/opencode-ai/opencode/internal/logging"
 	"github.com/opencode-ai/opencode/internal/message"
@@ -70,7 +71,14 @@ func (a *anthropicClient) convertMessages(messages []message.Message) (anthropic
 					Type: "ephemeral",
 				}
 			}
-			anthropicMessages = append(anthropicMessages, anthropic.NewUserMessage(content))
+			var contentBlocks []anthropic.ContentBlockParamUnion
+			contentBlocks = append(contentBlocks, content)
+			for _, binaryContent := range msg.BinaryContent() {
+				base64Image := binaryContent.String(models.ProviderAnthropic)
+				imageBlock := anthropic.NewImageBlockBase64(binaryContent.MIMEType, base64Image)
+				contentBlocks = append(contentBlocks, imageBlock)
+			}
+			anthropicMessages = append(anthropicMessages, anthropic.NewUserMessage(contentBlocks...))
 
 		case message.Assistant:
 			blocks := []anthropic.ContentBlockParamUnion{}
@@ -204,6 +212,7 @@ func (a *anthropicClient) send(ctx context.Context, messages []message.Message,
 		jsonData, _ := json.Marshal(preparedMessages)
 		logging.Debug("Prepared messages", "messages", string(jsonData))
 	}
+
 	attempts := 0
 	for {
 		attempts++
@@ -213,6 +222,7 @@ func (a *anthropicClient) send(ctx context.Context, messages []message.Message,
 		)
 		// If there is an error we are going to see if we can retry the call
 		if err != nil {
+			logging.Error("Error in Anthropic API call", "error", err)
 			retry, after, retryErr := a.shouldRetry(attempts, err)
 			if retryErr != nil {
 				return nil, retryErr
diff --git a/internal/llm/provider/bedrock.go b/internal/llm/provider/bedrock.go
index ca0d508c3..9f42e5b18 100644
--- a/internal/llm/provider/bedrock.go
+++ b/internal/llm/provider/bedrock.go
@@ -55,7 +55,7 @@ func newBedrockClient(opts providerClientOptions) BedrockClient {
 	if strings.Contains(string(opts.model.APIModel), "anthropic") {
 		// Create Anthropic client with Bedrock configuration
 		anthropicOpts := opts
-		anthropicOpts.anthropicOptions = append(anthropicOpts.anthropicOptions, 
+		anthropicOpts.anthropicOptions = append(anthropicOpts.anthropicOptions,
 			WithAnthropicBedrock(true),
 			WithAnthropicDisableCache(),
 		)
@@ -84,7 +84,7 @@ func (b *bedrockClient) send(ctx context.Context, messages []message.Message, to
 
 func (b *bedrockClient) stream(ctx context.Context, messages []message.Message, tools []tools.BaseTool) <-chan ProviderEvent {
 	eventChan := make(chan ProviderEvent)
-	
+
 	if b.childProvider == nil {
 		go func() {
 			eventChan <- ProviderEvent{
@@ -95,6 +95,7 @@ func (b *bedrockClient) stream(ctx context.Context, messages []message.Message,
 		}()
 		return eventChan
 	}
-	
+
 	return b.childProvider.stream(ctx, messages, tools)
-}
\ No newline at end of file
+}
+
diff --git a/internal/llm/provider/gemini.go b/internal/llm/provider/gemini.go
index d8fd6619f..9aee8e53a 100644
--- a/internal/llm/provider/gemini.go
+++ b/internal/llm/provider/gemini.go
@@ -57,11 +57,16 @@ func (g *geminiClient) convertMessages(messages []message.Message) []*genai.Cont
 	for _, msg := range messages {
 		switch msg.Role {
 		case message.User:
+			var parts []genai.Part
+			parts = append(parts, genai.Text(msg.Content().String()))
+			for _, binaryContent := range msg.BinaryContent() {
+				imageFormat := strings.Split(binaryContent.MIMEType, "/")
+				parts = append(parts, genai.ImageData(imageFormat[1], binaryContent.Data))
+			}
 			history = append(history, &genai.Content{
-				Parts: []genai.Part{genai.Text(msg.Content().String())},
+				Parts: parts,
 				Role:  "user",
 			})
-
 		case message.Assistant:
 			content := &genai.Content{
 				Role:  "model",
diff --git a/internal/llm/provider/openai.go b/internal/llm/provider/openai.go
index d68cfbc2d..8a561c77b 100644
--- a/internal/llm/provider/openai.go
+++ b/internal/llm/provider/openai.go
@@ -12,6 +12,7 @@ import (
 	"github.com/openai/openai-go/option"
 	"github.com/openai/openai-go/shared"
 	"github.com/opencode-ai/opencode/internal/config"
+	"github.com/opencode-ai/opencode/internal/llm/models"
 	"github.com/opencode-ai/opencode/internal/llm/tools"
 	"github.com/opencode-ai/opencode/internal/logging"
 	"github.com/opencode-ai/opencode/internal/message"
@@ -71,7 +72,17 @@ func (o *openaiClient) convertMessages(messages []message.Message) (openaiMessag
 	for _, msg := range messages {
 		switch msg.Role {
 		case message.User:
-			openaiMessages = append(openaiMessages, openai.UserMessage(msg.Content().String()))
+			var content []openai.ChatCompletionContentPartUnionParam
+			textBlock := openai.ChatCompletionContentPartTextParam{Text: msg.Content().String()}
+			content = append(content, openai.ChatCompletionContentPartUnionParam{OfText: &textBlock})
+			for _, binaryContent := range msg.BinaryContent() {
+				imageURL := openai.ChatCompletionContentPartImageImageURLParam{URL: binaryContent.String(models.ProviderOpenAI)}
+				imageBlock := openai.ChatCompletionContentPartImageParam{ImageURL: imageURL}
+
+				content = append(content, openai.ChatCompletionContentPartUnionParam{OfImageURL: &imageBlock})
+			}
+
+			openaiMessages = append(openaiMessages, openai.UserMessage(content))
 
 		case message.Assistant:
 			assistantMsg := openai.ChatCompletionAssistantMessageParam{