diff --git a/CHANGELOG.md b/CHANGELOG.md
index fcc5913e..2b09a37f 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -3,11 +3,12 @@
   * Updated "item cards" to match the Mandar theme
     * This change includes many minor improvements to the cards, such as showing damage on weapons and purchased talents on specializations
   * The action to take when removing a combatant from combat is now configurable. This is in place of the previously-confusing (and quite annoying) behavior where you had to claim a slot in order to remove a combatant
+  * Dragging-and-dropping items on actors now prompts for spending XP to purchase that item ([#1588](https://github.com/StarWarsFoundryVTT/StarWarsFFG/issues/1588))
 * Fixes:
   * Includes species characteristics bonus when calculating upgrade cost ([#1638](https://github.com/StarWarsFoundryVTT/StarWarsFFG/issues/1638))
   * Specializations: Talents are now correctly looked up in compendium
   * Removed "unused" slot checking (on combatant defeat) as they would sometimes lead to actors being unable to act
-  * Weapon "special" text now properly renders dice icons ([#1625](https://github.com/StarWarsFoundryVTT/StarWarsFFG/issues/1625))
+  * Weapon `special` text now properly renders dice icons ([#1625](https://github.com/StarWarsFoundryVTT/StarWarsFFG/issues/1625))
 
 `1.902`
 * Features:
diff --git a/lang/en.json b/lang/en.json
index b0bd69bb..430e39f2 100644
--- a/lang/en.json
+++ b/lang/en.json
@@ -723,5 +723,9 @@
   "SWFFG.Settings.Purchase.SignatureAbility.Name": "Signature Abilities Compendiums",
   "SWFFG.Settings.Purchase.SignatureAbility.Hint": "Comma seperated compendiums to search for buying Signature Abilities (no spaces)",
   "SWFFG.Settings.Purchase.Talent.Name": "Talent Compendiums",
-  "SWFFG.Settings.Purchase.Talent.Hint": "Comma seperated compendiums to search for buying Talents (no spaces)"
+  "SWFFG.Settings.Purchase.Talent.Hint": "Comma seperated compendiums to search for buying Talents (no spaces)",
+  "SWFFG.DragDrop.Title": "Purchase item, or grant for 0 xp?",
+  "SWFFG.DragDrop.PurchaseItem": "Purchase",
+  "SWFFG.DragDrop.GrantItem": "Grant",
+  "SWFFG.DragDrop.XPLog": "drag-and-drop"
 }
diff --git a/modules/actors/actor-sheet-ffg.js b/modules/actors/actor-sheet-ffg.js
index c5131f7b..c8a572d0 100644
--- a/modules/actors/actor-sheet-ffg.js
+++ b/modules/actors/actor-sheet-ffg.js
@@ -83,6 +83,48 @@ export class ActorSheetFFG extends ActorSheet {
         await xpLogEarn(this.actor, startingXP, curAvailable + startingXP, curTotal + startingXP, game.i18n.format("SWFFG.GrantXPSpecies", {species: itemData.name}) );
       }
 
+      if (this.actor.type === "character" && ["talent", "specialization", "signatureability", "forcepower"].includes(itemData.type)) {
+        const cost = await this.calcPurchasePrice(itemData);
+        const availableXP = this.actor.system.experience.available;
+        if (cost > 0 && cost < availableXP) {
+          new Dialog(
+          {
+            title: game.i18n.localize("SWFFG.DragDrop.Title"),
+            buttons: {
+              purchase: {
+                icon: '<i class="fas fa-hourglass"></i>',
+                label: game.i18n.localize("SWFFG.DragDrop.PurchaseItem"),
+                callback: async (that) => {
+                  if (cost > 0) {
+                    await this.object.update({
+                      system: {
+                        experience: {
+                          available: availableXP - cost,
+                        }
+                      }
+                    });
+                    await xpLogSpend(
+                        this.actor, `${game.i18n.localize("SWFFG.DragDrop.XPLog")} ${itemData.type} ${itemData.name}`,
+                        cost,
+                        this.actor.system.experience.available,
+                        this.actor.system.experience.total
+                    );
+                  }
+                },
+              },
+              grant: {
+                icon: '<i class="fas fa-recycle"></i>',
+                label: game.i18n.localize("SWFFG.DragDrop.GrantItem"),
+              },
+            },
+          },
+          {
+            classes: ["dialog", "starwarsffg"],
+          }
+        ).render(true);
+        }
+      }
+
       // Create the owned item
       return this._onDropItemCreate(itemData);
     } else {
@@ -90,6 +132,39 @@ export class ActorSheetFFG extends ActorSheet {
     }
   }
 
+  async calcPurchasePrice(itemData) {
+    let cost = 0;
+    if (itemData.type === "specialization") {
+      // check if the specialization is in career
+      const career = this.actor.items.find(i => i.type === "career");
+      if (career) {
+        const inCareerSpecializations = Object.values(career?.system?.specializations) || [];
+        let inCareer = false;
+        for (const careerSpecialization of inCareerSpecializations) {
+          if (careerSpecialization.name === itemData.name) {
+            inCareer = true;
+            break;
+          }
+        }
+        const specializationCount = (this.actor.items.filter(i => i.type === "specialization") || []).length;
+        cost = (specializationCount + 1) * 10;
+        if (!inCareer) {
+          cost += 10;
+        }
+        return cost;
+      } else {
+        return -1;
+      }
+    } else if (itemData.type === "talent") {
+      return -1;
+    } else if (itemData.type === "signatureability") {
+      return itemData.system.base_cost;
+    } else if (itemData.type === "forcepower") {
+      return itemData.system.base_cost;
+    }
+    return -1;
+  }
+
   /* -------------------------------------------- */
 
   /** @override */
@@ -1990,7 +2065,7 @@ export class ActorSheetFFG extends ActorSheet {
       }
       worldItemsPack = sortDataBy(worldItemsPack, "name");
       selectableItems.push({pack: game.i18n.localize("SWFFG.Actors.Sheets.Purchase.Talent.WorldItemsGroup"), items: worldItemsPack});
-      
+
       for (const source of sources) {
         const pack = game.packs.get(source);
         if (!pack) {
@@ -2080,7 +2155,7 @@ export class ActorSheetFFG extends ActorSheet {
     const characteristicCurrentRank = this.actor.system.attributes[characteristic].value;
     // this is the value without items that modify it
     const characteristicCostValue = ModifierHelpers.getBaseValue(this.actor.items, characteristic, "Characteristic") + characteristicCurrentRank;
-        
+
     if (characteristicValue >= game.settings.get("starwarsffg", "maxAttribute")) {
       ui.notifications.warn(game.i18n.localize("SWFFG.Actors.Sheets.Purchase.Characteristic.Max"));
       return;