diff --git a/src/app/db/migrations/0194_user_defined_deal_measures.sql b/src/app/db/migrations/0194_user_defined_deal_measures.sql
new file mode 100644
index 00000000..1c11f2fa
--- /dev/null
+++ b/src/app/db/migrations/0194_user_defined_deal_measures.sql
@@ -0,0 +1,16 @@
+CREATE TYPE "public"."user_defined_deal_measure_source" AS ENUM('instructed', 'pibi_ordered');--> statement-breakpoint
+CREATE TABLE "user_defined_deal_measures" (
+	"id" bigserial PRIMARY KEY NOT NULL,
+	"hubspot_deal_id" text NOT NULL,
+	"measure_name" text NOT NULL,
+	"source" "user_defined_deal_measure_source" NOT NULL,
+	"created_by_user_id" bigint NOT NULL,
+	"created_at" timestamp with time zone DEFAULT now() NOT NULL,
+	"pushed_at" timestamp with time zone,
+	"confirmed_in_hubspot_at" timestamp with time zone,
+	"notes" text
+);
+--> statement-breakpoint
+ALTER TABLE "user_defined_deal_measures" ADD CONSTRAINT "user_defined_deal_measures_created_by_user_id_user_id_fk" FOREIGN KEY ("created_by_user_id") REFERENCES "public"."user"("id") ON DELETE no action ON UPDATE no action;--> statement-breakpoint
+CREATE INDEX "idx_user_defined_deal_measures_deal_id" ON "user_defined_deal_measures" USING btree ("hubspot_deal_id");--> statement-breakpoint
+CREATE INDEX "idx_user_defined_deal_measures_source" ON "user_defined_deal_measures" USING btree ("source");
diff --git a/src/app/db/migrations/meta/_journal.json b/src/app/db/migrations/meta/_journal.json
index fe79b084..eb188e64 100644
--- a/src/app/db/migrations/meta/_journal.json
+++ b/src/app/db/migrations/meta/_journal.json
@@ -1359,6 +1359,13 @@
       "when": 1777750000000,
       "tag": "0193_domna_survey_type",
       "breakpoints": true
+    },
+    {
+      "idx": 194,
+      "version": "7",
+      "when": 1778100000000,
+      "tag": "0194_user_defined_deal_measures",
+      "breakpoints": true
     }
   ]
 }
\ No newline at end of file
diff --git a/src/app/db/schema/user_defined_deal_measures.ts b/src/app/db/schema/user_defined_deal_measures.ts
new file mode 100644
index 00000000..0a059c0a
--- /dev/null
+++ b/src/app/db/schema/user_defined_deal_measures.ts
@@ -0,0 +1,67 @@
+/**
+ * User-defined deal measures (issue #253)
+ *
+ * Tracks measures that an approver has *instructed* outside the coordinator's
+ * proposed set, plus measures that have been *PIBI-ordered* by the contractor
+ * (slice 4). The `source` enum distinguishes the two flows so a single table
+ * can back both.
+ *
+ * Each row pushes back to HubSpot under one of two new multi-value text deal
+ * properties (`instructed_measures` / `pibi_ordered_measures`). `pushed_at`
+ * is stamped after a successful sync; `confirmed_in_hubspot_at` is stamped
+ * by a follow-up reconcile job (out of scope for this slice).
+ */
+import {
+  bigserial,
+  text,
+  timestamp,
+  pgTable,
+  bigint,
+  index,
+  pgEnum,
+} from "drizzle-orm/pg-core";
+import { user } from "./users";
+import { InferModel } from "drizzle-orm";
+
+export const UserDefinedDealMeasureSource: [string, ...string[]] = [
+  "instructed",
+  "pibi_ordered",
+];
+export type UserDefinedDealMeasureSourceType =
+  | "instructed"
+  | "pibi_ordered";
+
+export const userDefinedDealMeasureSourceEnum = pgEnum(
+  "user_defined_deal_measure_source",
+  UserDefinedDealMeasureSource as [string, ...string[]],
+);
+
+export const userDefinedDealMeasures = pgTable(
+  "user_defined_deal_measures",
+  {
+    id: bigserial("id", { mode: "bigint" }).primaryKey(),
+    hubspotDealId: text("hubspot_deal_id").notNull(),
+    measureName: text("measure_name").notNull(),
+    source: userDefinedDealMeasureSourceEnum("source").notNull(),
+    createdByUserId: bigint("created_by_user_id", { mode: "bigint" })
+      .notNull()
+      .references(() => user.id),
+    createdAt: timestamp("created_at", { withTimezone: true })
+      .defaultNow()
+      .notNull(),
+    pushedAt: timestamp("pushed_at", { withTimezone: true }),
+    confirmedInHubspotAt: timestamp("confirmed_in_hubspot_at", {
+      withTimezone: true,
+    }),
+    notes: text("notes"),
+  },
+  (table) => [
+    index("idx_user_defined_deal_measures_deal_id").on(table.hubspotDealId),
+    index("idx_user_defined_deal_measures_source").on(table.source),
+  ],
+);
+
+export type UserDefinedDealMeasure = InferModel<
+  typeof userDefinedDealMeasures,
+  "select"
+>;