diff --git a/pkg/openai/client.go b/pkg/openai/client.go
index 6779d73b..000b94e1 100644
--- a/pkg/openai/client.go
+++ b/pkg/openai/client.go
@@ -212,7 +212,7 @@ func toToolCall(call types.CompletionToolCall) openai.ToolCall {
 	}
 }
 
-func toMessages(request types.CompletionRequest) (result []openai.ChatCompletionMessage, err error) {
+func toMessages(request types.CompletionRequest, compat bool) (result []openai.ChatCompletionMessage, err error) {
 	var (
 		systemPrompts []string
 		msgs          []types.CompletionMessage
@@ -237,9 +237,23 @@ func toMessages(request types.CompletionRequest) (result []openai.ChatCompletion
 		})
 	}
 
-	// Never send only a system message
-	if len(msgs) == 1 && msgs[0].Role == types.CompletionMessageRoleTypeSystem {
-		msgs[0].Role = types.CompletionMessageRoleTypeUser
+	if compat {
+		// This is terrible hack to deal with APIs that strictly want: (system, user | user) (assistant, user)* assistant?
+		// Two scenarios where this breaks with GPTScript is just sending system, or sending system, assistant
+
+		// Don't send just a system message
+		if len(msgs) == 1 && msgs[0].Role == types.CompletionMessageRoleTypeSystem {
+			msgs[0].Role = types.CompletionMessageRoleTypeUser
+		}
+
+		// Don't send system, assistant.  If so, insert a user message that just has "."
+		if len(msgs) > 1 && msgs[0].Role == types.CompletionMessageRoleTypeSystem &&
+			msgs[1].Role == types.CompletionMessageRoleTypeAssistant {
+			msgs = slices.Insert(msgs, 1, types.CompletionMessage{
+				Role:    types.CompletionMessageRoleTypeUser,
+				Content: types.Text("."),
+			})
+		}
 	}
 
 	for _, message := range msgs {
@@ -288,7 +302,7 @@ func (c *Client) Call(ctx context.Context, messageRequest types.CompletionReques
 	if messageRequest.Model == "" {
 		messageRequest.Model = c.defaultModel
 	}
-	msgs, err := toMessages(messageRequest)
+	msgs, err := toMessages(messageRequest, !c.setSeed)
 	if err != nil {
 		return nil, err
 	}
@@ -368,6 +382,10 @@ func (c *Client) Call(ctx context.Context, messageRequest types.CompletionReques
 		}
 	}
 
+	if result.Role == "" {
+		result.Role = types.CompletionMessageRoleTypeAssistant
+	}
+
 	var usage types.Usage
 	if !cacheResponse {
 		usage = result.Usage
diff --git a/pkg/types/completion.go b/pkg/types/completion.go
index 35251d98..2a1ca268 100644
--- a/pkg/types/completion.go
+++ b/pkg/types/completion.go
@@ -50,7 +50,7 @@ type CompletionMessageRoleType string
 
 type CompletionMessage struct {
 	Role    CompletionMessageRoleType `json:"role,omitempty"`
-	Content []ContentPart             `json:"content,omitempty" column:"name=Message,jsonpath=.spec.content"`
+	Content []ContentPart             `json:"content,omitempty"`
 	// ToolCall should be set for only messages of type "tool" and Content[0].Text should be set as the
 	// result of the call describe by this field
 	ToolCall *CompletionToolCall `json:"toolCall,omitempty"`