diff --git a/tailbone/forms/core.py b/tailbone/forms/core.py
index 99e6ba2d..4f227838 100644
--- a/tailbone/forms/core.py
+++ b/tailbone/forms/core.py
@@ -891,6 +891,8 @@ class Form(object):
                 return json.dumps({'name': value['filename']})
             return 'null'
 
+        app = self.request.rattail_config.get_app()
+        value = app.json_friendly(value)
         return json.dumps(value)
 
     def get_error_messages(self, field):
diff --git a/tailbone/templates/custorders/configure.mako b/tailbone/templates/custorders/configure.mako
index 6d51e433..ee1f06c5 100644
--- a/tailbone/templates/custorders/configure.mako
+++ b/tailbone/templates/custorders/configure.mako
@@ -97,6 +97,29 @@
       </b-checkbox>
     </b-field>
 
+    <b-field>
+      <b-checkbox name="rattail.custorders.allow_item_discounts_if_on_sale"
+                  v-model="simpleSettings['rattail.custorders.allow_item_discounts_if_on_sale']"
+                  native-value="true"
+                  @input="settingsNeedSaved = true"
+                  :disabled="!simpleSettings['rattail.custorders.allow_item_discounts']">
+        Allow discount even if item is on sale
+      </b-checkbox>
+    </b-field>
+
+    <div class="level-left block">
+      <div class="level-item">Default item discount</div>
+      <div class="level-item">
+        <b-input name="rattail.custorders.default_item_discount"
+                 v-model="simpleSettings['rattail.custorders.default_item_discount']"
+                 @input="settingsNeedSaved = true"
+                 style="width: 5rem;"
+                 :disabled="!simpleSettings['rattail.custorders.allow_item_discounts']">
+        </b-input>
+      </div>
+      <div class="level-item">%</div>
+    </div>
+
     <b-field>
       <b-checkbox name="rattail.custorders.allow_past_item_reorder"
                   v-model="simpleSettings['rattail.custorders.allow_past_item_reorder']"
diff --git a/tailbone/templates/custorders/create.mako b/tailbone/templates/custorders/create.mako
index 45d4a510..f6aa2ed4 100644
--- a/tailbone/templates/custorders/create.mako
+++ b/tailbone/templates/custorders/create.mako
@@ -792,7 +792,8 @@
                       <b-field grouped>
 
                         <b-field label="Quantity" horizontal>
-                          <numeric-input v-model="productQuantity">
+                          <numeric-input v-model="productQuantity"
+                                         style="width: 5rem;">
                           </numeric-input>
                         </b-field>
 
@@ -811,9 +812,10 @@
                             <b-field label="Discount" horizontal>
                               <div class="level">
                                 <div class="level-item">
-                                      <numeric-input v-model="productDiscountPercent"
-                                                     style="width: 5rem;">
-                                      </numeric-input>
+                                  <numeric-input v-model="productDiscountPercent"
+                                                 style="width: 5rem;"
+                                                 :disabled="!allowItemDiscount">
+                                  </numeric-input>
                                 </div>
                                 <div class="level-item">
                                   <span>&nbsp;%</span>
@@ -1238,7 +1240,8 @@
                 % endif
 
                 % if allow_item_discounts:
-                    productDiscountPercent: null,
+                    productDiscountPercent: ${json.dumps(default_item_discount)|n},
+                    allowDiscountsIfOnSale: ${json.dumps(allow_item_discounts_if_on_sale)|n},
                 % endif
 
                 pendingProduct: {},
@@ -1421,6 +1424,19 @@
                 return text
             },
 
+            % if allow_item_discounts:
+
+                allowItemDiscount() {
+                    if (!this.allowDiscountsIfOnSale) {
+                        if (this.productSalePriceDisplay) {
+                            return false
+                        }
+                    }
+                    return true
+                },
+
+            % endif
+
             itemDialogSaveDisabled() {
                 if (this.itemDialogSaving) {
                     return true
@@ -1912,7 +1928,7 @@
                 % endif
 
                 % if allow_item_discounts:
-                    this.productDiscountPercent = null
+                    this.productDiscountPercent = ${json.dumps(default_item_discount)|n}
                 % endif
 
                 this.itemDialogTabIndex = 0
@@ -2060,6 +2076,10 @@
                 this.productImageURL = null
                 this.productUnitChoices = this.defaultUnitChoices
 
+                % if allow_item_discounts:
+                this.productDiscountPercent = ${json.dumps(default_item_discount)|n}
+                % endif
+
                 % if product_price_may_be_questionable:
                 this.productPriceNeedsConfirmation = false
                 % endif
@@ -2106,6 +2126,11 @@
                         this.productSalePrice = response.data.sale_price
                         this.productSalePriceDisplay = response.data.sale_price_display
                         this.productSaleEndsDisplay = response.data.sale_ends_display
+
+                        % if allow_item_discounts:
+                            this.productDiscountPercent = this.allowItemDiscount ? response.data.default_item_discount : null
+                        % endif
+
                         this.productURL = response.data.url
                         this.productImageURL = response.data.image_url
                         this.setProductUnitChoices(response.data.uom_choices)
diff --git a/tailbone/views/custorders/orders.py b/tailbone/views/custorders/orders.py
index 7d97b47f..8bc53a67 100644
--- a/tailbone/views/custorders/orders.py
+++ b/tailbone/views/custorders/orders.py
@@ -2,7 +2,7 @@
 ################################################################################
 #
 #  Rattail -- Retail Software Framework
-#  Copyright © 2010-2022 Lance Edgar
+#  Copyright © 2010-2023 Lance Edgar
 #
 #  This file is part of Rattail.
 #
@@ -293,6 +293,7 @@ class CustomerOrderView(MasterView):
         submits the order, at which point the batch is converted to a proper
         order.
         """
+        app = self.get_rattail_app()
         # TODO: deprecate / remove this
         self.handler = self.batch_handler
         batch = self.get_current_batch()
@@ -349,6 +350,10 @@ class CustomerOrderView(MasterView):
             'default_uom_choices': self.batch_handler.uom_choices_for_product(None),
             'default_uom': None,
             'allow_item_discounts': self.batch_handler.allow_item_discounts(),
+            'allow_item_discounts_if_on_sale': self.batch_handler.allow_item_discounts_if_on_sale(),
+            # nb. render quantity so that '10.0' => '10'
+            'default_item_discount': app.render_quantity(
+                self.batch_handler.get_default_item_discount()),
             'allow_past_item_reorder': self.batch_handler.allow_past_item_reorder(),
         })
 
@@ -633,9 +638,11 @@ class CustomerOrderView(MasterView):
             return {'error': six.text_type(error)}
         else:
             info['url'] = self.request.route_url('products.view', uuid=info['uuid'])
-            return info
+            app = self.get_rattail_app()
+            return app.json_friendly(info)
 
     def get_past_items(self, batch, data):
+        app = self.get_rattail_app()
         past_products = self.batch_handler.get_past_products(batch)
         past_items = []
 
@@ -646,6 +653,7 @@ class CustomerOrderView(MasterView):
                 # nb. handler may raise error if product is "unsupported"
                 pass
             else:
+                item = app.json_friendly(item)
                 past_items.append(item)
 
         return {'past_items': past_items}
@@ -987,6 +995,12 @@ class CustomerOrderView(MasterView):
             {'section': 'rattail.custorders',
              'option': 'allow_item_discounts',
              'type': bool},
+            {'section': 'rattail.custorders',
+             'option': 'allow_item_discounts_if_on_sale',
+             'type': bool},
+            {'section': 'rattail.custorders',
+             'option': 'default_item_discount',
+             'type': float},
             {'section': 'rattail.custorders',
              'option': 'allow_past_item_reorder',
              'type': bool},