Makima system improvements: Orders, directive questions, PR creation fix, bug fixes (#62)

* feat: soryu-co/soryu - makima: Fix directive goal update bug - stale closure issue

* WIP: heartbeat checkpoint

* WIP: heartbeat checkpoint

* feat: soryu-co/soryu - makima: Create Orders database schema and backend API

* feat: soryu-co/soryu - makima: Fix task Claude instance not receiving user inputs from input box

* WIP: heartbeat checkpoint

* feat: soryu-co/soryu - makima: Build Orders frontend page replacing the Board page

* WIP: heartbeat checkpoint

* WIP: heartbeat checkpoint

* feat: soryu-co/soryu - makima: Fix directive PR creation system

2 files changed, 438 insertions, 3 deletions

diff --git a/makima/src/db/models.rs b/makima/src/db/models.rs
index 131dffc..6ec6cf4 100644
--- a/makima/src/db/models.rs
+++ b/makima/src/db/models.rs
@@ -2714,6 +2714,8 @@ pub struct Directive {
     pub pr_url: Option<String>,
     pub pr_branch: Option<String>,
     pub completion_task_id: Option<Uuid>,
+    /// Whether questions pause execution indefinitely until answered
+    pub reconcile_mode: bool,
     pub goal_updated_at: DateTime<Utc>,
     pub started_at: Option<DateTime<Utc>>,
     pub version: i32,
@@ -2763,6 +2765,8 @@ pub struct DirectiveSummary {
     pub orchestrator_task_id: Option<Uuid>,
     pub pr_url: Option<String>,
     pub completion_task_id: Option<Uuid>,
+    /// Whether questions pause execution indefinitely until answered
+    pub reconcile_mode: bool,
     pub version: i32,
     pub created_at: DateTime<Utc>,
     pub updated_at: DateTime<Utc>,
@@ -2789,6 +2793,8 @@ pub struct CreateDirectiveRequest {
     pub repository_url: Option<String>,
     pub local_path: Option<String>,
     pub base_branch: Option<String>,
+    /// Whether questions pause execution indefinitely until answered
+    pub reconcile_mode: Option<bool>,
 }
 
 /// Request to update a directive.
@@ -2804,6 +2810,8 @@ pub struct UpdateDirectiveRequest {
     pub orchestrator_task_id: Option<Uuid>,
     pub pr_url: Option<String>,
     pub pr_branch: Option<String>,
+    /// Whether questions pause execution indefinitely until answered
+    pub reconcile_mode: Option<bool>,
     pub version: Option<i32>,
 }
 
@@ -2848,3 +2856,120 @@ pub struct UpdateDirectiveStepRequest {
     pub order_index: Option<i32>,
 }
 
+// =============================================================================
+// Order Types
+// =============================================================================
+
+/// An order — a card-based work item (feature, bug, spike, chore, improvement)
+/// similar to GitHub Issues or Linear cards. Orders can be linked to directives
+/// or contracts for execution.
+#[derive(Debug, Clone, FromRow, Serialize, Deserialize, ToSchema)]
+#[serde(rename_all = "camelCase")]
+pub struct Order {
+    pub id: Uuid,
+    pub owner_id: Uuid,
+    pub title: String,
+    pub description: Option<String>,
+    /// Priority: critical, high, medium, low, none
+    pub priority: String,
+    /// Status: open, in_progress, done, archived
+    pub status: String,
+    /// Type of work: feature, bug, spike, chore, improvement
+    pub order_type: String,
+    /// Flexible labels as JSON array of strings
+    pub labels: serde_json::Value,
+    /// Linked directive (optional)
+    pub directive_id: Option<Uuid>,
+    /// Linked directive step (optional)
+    pub directive_step_id: Option<Uuid>,
+    /// Linked contract (optional)
+    pub contract_id: Option<Uuid>,
+    /// Repository context
+    pub repository_url: Option<String>,
+    pub created_at: DateTime<Utc>,
+    pub updated_at: DateTime<Utc>,
+}
+
+/// Request to create a new order.
+#[derive(Debug, Deserialize, ToSchema)]
+#[serde(rename_all = "camelCase")]
+pub struct CreateOrderRequest {
+    pub title: String,
+    pub description: Option<String>,
+    pub priority: Option<String>,
+    pub status: Option<String>,
+    pub order_type: Option<String>,
+    #[serde(default = "default_empty_labels")]
+    pub labels: serde_json::Value,
+    pub directive_id: Option<Uuid>,
+    pub contract_id: Option<Uuid>,
+    pub repository_url: Option<String>,
+}
+
+/// Default empty JSON array for labels.
+fn default_empty_labels() -> serde_json::Value {
+    serde_json::json!([])
+}
+
+/// Request to update an existing order.
+#[derive(Debug, Default, Deserialize, ToSchema)]
+#[serde(rename_all = "camelCase")]
+pub struct UpdateOrderRequest {
+    pub title: Option<String>,
+    pub description: Option<String>,
+    pub priority: Option<String>,
+    pub status: Option<String>,
+    pub order_type: Option<String>,
+    pub labels: Option<serde_json::Value>,
+    pub directive_id: Option<Uuid>,
+    pub directive_step_id: Option<Uuid>,
+    pub contract_id: Option<Uuid>,
+    pub repository_url: Option<String>,
+}
+
+/// Response for order list endpoint.
+#[derive(Debug, Serialize, ToSchema)]
+#[serde(rename_all = "camelCase")]
+pub struct OrderListResponse {
+    pub orders: Vec<Order>,
+    pub total: i64,
+}
+
+/// Query parameters for listing orders.
+#[derive(Debug, Deserialize, ToSchema)]
+#[serde(rename_all = "camelCase")]
+pub struct OrderListQuery {
+    /// Filter by status (e.g., "open", "in_progress", "done", "archived")
+    pub status: Option<String>,
+    /// Filter by order type (e.g., "feature", "bug", "spike", "chore", "improvement")
+    #[serde(rename = "type")]
+    pub order_type: Option<String>,
+    /// Filter by priority (e.g., "critical", "high", "medium", "low", "none")
+    pub priority: Option<String>,
+    /// Filter by linked directive ID
+    pub directive_id: Option<Uuid>,
+    /// Filter by linked contract ID
+    pub contract_id: Option<Uuid>,
+}
+
+/// Request body for linking an order to a directive.
+#[derive(Debug, Deserialize, ToSchema)]
+#[serde(rename_all = "camelCase")]
+pub struct LinkDirectiveRequest {
+    pub directive_id: Uuid,
+}
+
+/// Request body for linking an order to a contract.
+#[derive(Debug, Deserialize, ToSchema)]
+#[serde(rename_all = "camelCase")]
+pub struct LinkContractRequest {
+    pub contract_id: Uuid,
+}
+
+/// Request body for converting an order to a directive step.
+#[derive(Debug, Deserialize, ToSchema)]
+#[serde(rename_all = "camelCase")]
+pub struct ConvertToStepRequest {
+    pub directive_id: Uuid,
+}
+
diff --git a/makima/src/db/repository.rs b/makima/src/db/repository.rs
index d8168f6..ed4a1fa 100644
--- a/makima/src/db/repository.rs
+++ b/makima/src/db/repository.rs
@@ -14,6 +14,7 @@ use super::models::{
     DeliverableDefinition, Directive, DirectiveStep, DirectiveSummary,
     CreateDirectiveRequest, CreateDirectiveStepRequest, UpdateDirectiveRequest,
     UpdateDirectiveStepRequest,
+    CreateOrderRequest, Order, UpdateOrderRequest,
     File, FileSummary, FileVersion, HistoryEvent, HistoryQueryFilters,
     MeshChatConversation, MeshChatMessageRecord, PhaseChangeResult, PhaseConfig,
     PhaseDefinition, SupervisorHeartbeatRecord, SupervisorState,
@@ -4929,8 +4930,8 @@ pub async fn create_directive_for_owner(
 ) -> Result<Directive, sqlx::Error> {
     sqlx::query_as::<_, Directive>(
         r#"
-        INSERT INTO directives (owner_id, title, goal, repository_url, local_path, base_branch)
-        VALUES ($1, $2, $3, $4, $5, $6)
+        INSERT INTO directives (owner_id, title, goal, repository_url, local_path, base_branch, reconcile_mode)
+        VALUES ($1, $2, $3, $4, $5, $6, $7)
         RETURNING *
         "#,
     )
@@ -4940,6 +4941,7 @@ pub async fn create_directive_for_owner(
     .bind(&req.repository_url)
     .bind(&req.local_path)
     .bind(&req.base_branch)
+    .bind(req.reconcile_mode.unwrap_or(false))
     .fetch_one(pool)
     .await
 }
@@ -4992,6 +4994,7 @@ pub async fn list_directives_for_owner(
         SELECT
             d.id, d.owner_id, d.title, d.goal, d.status, d.repository_url,
             d.orchestrator_task_id, d.pr_url, d.completion_task_id,
+            d.reconcile_mode,
             d.version, d.created_at, d.updated_at,
             COALESCE(s.total_steps, 0) as total_steps,
             COALESCE(s.completed_steps, 0) as completed_steps,
@@ -5055,12 +5058,14 @@ pub async fn update_directive_for_owner(
     let orchestrator_task_id = req.orchestrator_task_id.or(current.orchestrator_task_id);
     let pr_url = req.pr_url.as_deref().or(current.pr_url.as_deref());
     let pr_branch = req.pr_branch.as_deref().or(current.pr_branch.as_deref());
+    let reconcile_mode = req.reconcile_mode.unwrap_or(current.reconcile_mode);
 
     let result = sqlx::query_as::<_, Directive>(
         r#"
         UPDATE directives
         SET title = $3, goal = $4, status = $5, repository_url = $6, local_path = $7,
             base_branch = $8, orchestrator_task_id = $9, pr_url = $10, pr_branch = $11,
+            reconcile_mode = $12,
             version = version + 1, updated_at = NOW()
         WHERE id = $1 AND owner_id = $2
         RETURNING *
@@ -5077,6 +5082,7 @@ pub async fn update_directive_for_owner(
     .bind(orchestrator_task_id)
     .bind(pr_url)
     .bind(pr_branch)
+    .bind(reconcile_mode)
     .fetch_optional(pool)
     .await
     .map_err(RepositoryError::Database)?;
@@ -5188,6 +5194,7 @@ pub struct CompletedStepTask {
 #[derive(Debug, Clone, sqlx::FromRow)]
 pub struct DirectiveCompletionCheck {
     pub directive_id: Uuid,
+    pub owner_id: Uuid,
     pub completion_task_id: Uuid,
     pub task_status: String,
     pub pr_url: Option<String>,
@@ -5224,7 +5231,7 @@ pub async fn get_completion_tasks_to_check(
 ) -> Result<Vec<DirectiveCompletionCheck>, sqlx::Error> {
     sqlx::query_as::<_, DirectiveCompletionCheck>(
         r#"
-        SELECT d.id as directive_id, d.completion_task_id, t.status as task_status, d.pr_url
+        SELECT d.id as directive_id, d.owner_id, d.completion_task_id, t.status as task_status, d.pr_url
         FROM directives d
         JOIN tasks t ON t.id = d.completion_task_id
         WHERE d.completion_task_id IS NOT NULL
@@ -5917,3 +5924,306 @@ pub async fn get_directive_max_generation(
     Ok(row.0.unwrap_or(0))
 }
 
+// =============================================================================
+// Order CRUD
+// =============================================================================
+
+/// Create a new order for the given owner.
+pub async fn create_order(
+    pool: &PgPool,
+    owner_id: Uuid,
+    req: CreateOrderRequest,
+) -> Result<Order, sqlx::Error> {
+    let priority = req.priority.as_deref().unwrap_or("medium");
+    let status = req.status.as_deref().unwrap_or("open");
+    let order_type = req.order_type.as_deref().unwrap_or("feature");
+
+    sqlx::query_as::<_, Order>(
+        r#"
+        INSERT INTO orders (owner_id, title, description, priority, status, order_type, labels, directive_id, contract_id, repository_url)
+        VALUES ($1, $2, $3, $4, $5, $6, $7, $8, $9, $10)
+        RETURNING *
+        "#,
+    )
+    .bind(owner_id)
+    .bind(&req.title)
+    .bind(&req.description)
+    .bind(priority)
+    .bind(status)
+    .bind(order_type)
+    .bind(&req.labels)
+    .bind(req.directive_id)
+    .bind(req.contract_id)
+    .bind(&req.repository_url)
+    .fetch_one(pool)
+    .await
+}
+
+/// List orders for the given owner with optional filters.
+pub async fn list_orders(
+    pool: &PgPool,
+    owner_id: Uuid,
+    status_filter: Option<&str>,
+    type_filter: Option<&str>,
+    priority_filter: Option<&str>,
+    directive_id_filter: Option<Uuid>,
+    contract_id_filter: Option<Uuid>,
+) -> Result<Vec<Order>, sqlx::Error> {
+    // Build dynamic query with optional filters
+    let mut query = String::from("SELECT * FROM orders WHERE owner_id = $1");
+    let mut param_idx = 2u32;
+
+    if status_filter.is_some() {
+        query.push_str(&format!(" AND status = ${}", param_idx));
+        param_idx += 1;
+    }
+    if type_filter.is_some() {
+        query.push_str(&format!(" AND order_type = ${}", param_idx));
+        param_idx += 1;
+    }
+    if priority_filter.is_some() {
+        query.push_str(&format!(" AND priority = ${}", param_idx));
+        param_idx += 1;
+    }
+    if directive_id_filter.is_some() {
+        query.push_str(&format!(" AND directive_id = ${}", param_idx));
+        param_idx += 1;
+    }
+    if contract_id_filter.is_some() {
+        query.push_str(&format!(" AND contract_id = ${}", param_idx));
+        let _ = param_idx; // suppress unused warning
+    }
+    query.push_str(" ORDER BY created_at DESC");
+
+    let mut q = sqlx::query_as::<_, Order>(&query).bind(owner_id);
+
+    if let Some(s) = status_filter {
+        q = q.bind(s);
+    }
+    if let Some(t) = type_filter {
+        q = q.bind(t);
+    }
+    if let Some(p) = priority_filter {
+        q = q.bind(p);
+    }
+    if let Some(d) = directive_id_filter {
+        q = q.bind(d);
+    }
+    if let Some(c) = contract_id_filter {
+        q = q.bind(c);
+    }
+
+    q.fetch_all(pool).await
+}
+
+/// Get a single order by ID (owner-scoped).
+pub async fn get_order(
+    pool: &PgPool,
+    owner_id: Uuid,
+    order_id: Uuid,
+) -> Result<Option<Order>, sqlx::Error> {
+    sqlx::query_as::<_, Order>(
+        r#"SELECT * FROM orders WHERE id = $1 AND owner_id = $2"#,
+    )
+    .bind(order_id)
+    .bind(owner_id)
+    .fetch_optional(pool)
+    .await
+}
+
+/// Update an order (owner-scoped). Uses COALESCE pattern to only update provided fields.
+pub async fn update_order(
+    pool: &PgPool,
+    owner_id: Uuid,
+    order_id: Uuid,
+    req: UpdateOrderRequest,
+) -> Result<Option<Order>, sqlx::Error> {
+    let current = sqlx::query_as::<_, Order>(
+        r#"SELECT * FROM orders WHERE id = $1 AND owner_id = $2"#,
+    )
+    .bind(order_id)
+    .bind(owner_id)
+    .fetch_optional(pool)
+    .await?;
+
+    let current = match current {
+        Some(c) => c,
+        None => return Ok(None),
+    };
+
+    let title = req.title.as_deref().unwrap_or(&current.title);
+    let description = req.description.as_deref().or(current.description.as_deref());
+    let priority = req.priority.as_deref().unwrap_or(&current.priority);
+    let status = req.status.as_deref().unwrap_or(&current.status);
+    let order_type = req.order_type.as_deref().unwrap_or(&current.order_type);
+    let labels = req.labels.as_ref().unwrap_or(&current.labels);
+    let directive_id = req.directive_id.or(current.directive_id);
+    let directive_step_id = req.directive_step_id.or(current.directive_step_id);
+    let contract_id = req.contract_id.or(current.contract_id);
+    let repository_url = req.repository_url.as_deref().or(current.repository_url.as_deref());
+
+    sqlx::query_as::<_, Order>(
+        r#"
+        UPDATE orders
+        SET title = $3, description = $4, priority = $5, status = $6,
+            order_type = $7, labels = $8, directive_id = $9, directive_step_id = $10,
+            contract_id = $11, repository_url = $12, updated_at = NOW()
+        WHERE id = $1 AND owner_id = $2
+        RETURNING *
+        "#,
+    )
+    .bind(order_id)
+    .bind(owner_id)
+    .bind(title)
+    .bind(description)
+    .bind(priority)
+    .bind(status)
+    .bind(order_type)
+    .bind(labels)
+    .bind(directive_id)
+    .bind(directive_step_id)
+    .bind(contract_id)
+    .bind(repository_url)
+    .fetch_optional(pool)
+    .await
+}
+
+/// Delete an order (owner-scoped). Returns true if a row was deleted.
+pub async fn delete_order(
+    pool: &PgPool,
+    owner_id: Uuid,
+    order_id: Uuid,
+) -> Result<bool, sqlx::Error> {
+    let result = sqlx::query(
+        r#"DELETE FROM orders WHERE id = $1 AND owner_id = $2"#,
+    )
+    .bind(order_id)
+    .bind(owner_id)
+    .execute(pool)
+    .await?;
+
+    Ok(result.rows_affected() > 0)
+}
+
+/// Link an order to a directive.
+pub async fn link_order_to_directive(
+    pool: &PgPool,
+    owner_id: Uuid,
+    order_id: Uuid,
+    directive_id: Uuid,
+) -> Result<Option<Order>, sqlx::Error> {
+    sqlx::query_as::<_, Order>(
+        r#"
+        UPDATE orders
+        SET directive_id = $3, updated_at = NOW()
+        WHERE id = $1 AND owner_id = $2
+        RETURNING *
+        "#,
+    )
+    .bind(order_id)
+    .bind(owner_id)
+    .bind(directive_id)
+    .fetch_optional(pool)
+    .await
+}
+
+/// Link an order to a contract.
+pub async fn link_order_to_contract(
+    pool: &PgPool,
+    owner_id: Uuid,
+    order_id: Uuid,
+    contract_id: Uuid,
+) -> Result<Option<Order>, sqlx::Error> {
+    sqlx::query_as::<_, Order>(
+        r#"
+        UPDATE orders
+        SET contract_id = $3, updated_at = NOW()
+        WHERE id = $1 AND owner_id = $2
+        RETURNING *
+        "#,
+    )
+    .bind(order_id)
+    .bind(owner_id)
+    .bind(contract_id)
+    .fetch_optional(pool)
+    .await
+}
+
+/// Convert an order to a directive step. Creates a new DirectiveStep from the order's
+/// title and description, links the order to both the directive and the new step,
+/// and returns the created step.
+pub async fn convert_order_to_step(
+    pool: &PgPool,
+    owner_id: Uuid,
+    order_id: Uuid,
+    directive_id: Uuid,
+) -> Result<Option<DirectiveStep>, sqlx::Error> {
+    // Verify the order exists and belongs to this owner
+    let order = sqlx::query_as::<_, Order>(
+        r#"SELECT * FROM orders WHERE id = $1 AND owner_id = $2"#,
+    )
+    .bind(order_id)
+    .bind(owner_id)
+    .fetch_optional(pool)
+    .await?;
+
+    let order = match order {
+        Some(o) => o,
+        None => return Ok(None),
+    };
+
+    // Verify the directive exists and belongs to this owner
+    let directive = sqlx::query_as::<_, Directive>(
+        r#"SELECT * FROM directives WHERE id = $1 AND owner_id = $2"#,
+    )
+    .bind(directive_id)
+    .bind(owner_id)
+    .fetch_optional(pool)
+    .await?;
+
+    if directive.is_none() {
+        return Ok(None);
+    }
+
+    // Get the next order_index for this directive
+    let max_index: (Option<i32>,) = sqlx::query_as(
+        r#"SELECT MAX(order_index) FROM directive_steps WHERE directive_id = $1"#,
+    )
+    .bind(directive_id)
+    .fetch_one(pool)
+    .await?;
+    let next_index = max_index.0.unwrap_or(-1) + 1;
+
+    // Create the directive step from order data
+    let step = sqlx::query_as::<_, DirectiveStep>(
+        r#"
+        INSERT INTO directive_steps (directive_id, name, description, order_index)
+        VALUES ($1, $2, $3, $4)
+        RETURNING *
+        "#,
+    )
+    .bind(directive_id)
+    .bind(&order.title)
+    .bind(&order.description)
+    .bind(next_index)
+    .fetch_one(pool)
+    .await?;
+
+    // Link the order to the directive and the new step
+    sqlx::query(
+        r#"
+        UPDATE orders
+        SET directive_id = $3, directive_step_id = $4, updated_at = NOW()
+        WHERE id = $1 AND owner_id = $2
+        "#,
+    )
+    .bind(order_id)
+    .bind(owner_id)
+    .bind(directive_id)
+    .bind(step.id)
+    .execute(pool)
+    .await?;
+
+    Ok(Some(step))
+}
+