diff --git a/.changeset/mighty-hotels-tickle.md b/.changeset/mighty-hotels-tickle.md
new file mode 100644
index 00000000000..cabf99de88f
--- /dev/null
+++ b/.changeset/mighty-hotels-tickle.md
@@ -0,0 +1,5 @@
+---
+'@shopify/cli-kit': patch
+---
+
+Improve JSON Schema validation error messages for arrays.
diff --git a/packages/app/src/cli/models/app/loader.ts b/packages/app/src/cli/models/app/loader.ts
index 206aa1d9471..e0fac11ab57 100644
--- a/packages/app/src/cli/models/app/loader.ts
+++ b/packages/app/src/cli/models/app/loader.ts
@@ -73,11 +73,21 @@ export interface ConfigurationError {
   code?: string
 }
 
+function tomlObjectArrayHint(error: ConfigurationError): string | undefined {
+  if (!error.file.endsWith('.toml')) return undefined
+  if (error.message !== 'Expected object, received array') return undefined
+
+  return 'Use a single TOML table instead of an array of tables. [table] defines one table; [[table]] defines an array of tables.'
+}
+
 export function formatConfigurationError(error: ConfigurationError): string {
+  const hint = tomlObjectArrayHint(error)
+  const message = hint ? `${error.message}. ${hint}` : error.message
+
   if (error.path?.length) {
-    return `[${error.path.join('.')}]: ${error.message}`
+    return `[${error.path.join('.')}]: ${message}`
   }
-  return error.message
+  return message
 }
 
 type ConfigurationResult<T> = {data: T; errors?: never} | {data?: never; errors: ConfigurationError[]}
diff --git a/packages/app/src/cli/services/validate.test.ts b/packages/app/src/cli/services/validate.test.ts
index f22f543286f..61d23135648 100644
--- a/packages/app/src/cli/services/validate.test.ts
+++ b/packages/app/src/cli/services/validate.test.ts
@@ -37,6 +37,28 @@ describe('formatConfigurationError', () => {
       '[access.admin]: Required',
     )
   })
+
+  test('adds a TOML table hint for object array type mismatches', () => {
+    expect(
+      formatConfigurationError({
+        file: 'shopify.app.toml',
+        path: ['events', '1', 'metrics'],
+        message: 'Expected object, received array',
+      }),
+    ).toBe(
+      '[events.1.metrics]: Expected object, received array. Use a single TOML table instead of an array of tables. [table] defines one table; [[table]] defines an array of tables.',
+    )
+  })
+
+  test('does not add a TOML table hint for non-TOML files', () => {
+    expect(
+      formatConfigurationError({
+        file: 'config.json',
+        path: ['events', '1', 'metrics'],
+        message: 'Expected object, received array',
+      }),
+    ).toBe('[events.1.metrics]: Expected object, received array')
+  })
 })
 
 describe('validateApp', () => {
diff --git a/packages/cli-kit/src/public/node/json-schema.test.ts b/packages/cli-kit/src/public/node/json-schema.test.ts
index 46583d30050..dd3a2eee4de 100644
--- a/packages/cli-kit/src/public/node/json-schema.test.ts
+++ b/packages/cli-kit/src/public/node/json-schema.test.ts
@@ -263,6 +263,87 @@ describe('jsonSchemaValidate', () => {
     expect(schemaParsed.errors, `Converting ${JSON.stringify(schemaParsed.rawErrors)}`).toEqual(zodErrors)
   })
 
+  test('reports arrays distinctly when an object is expected', () => {
+    const subject = {
+      events: [
+        {},
+        {
+          metrics: [],
+        },
+      ],
+    }
+    const contract = {
+      type: 'object',
+      properties: {
+        events: {
+          type: 'array',
+          items: {
+            type: 'object',
+            properties: {
+              metrics: {type: 'object'},
+            },
+          },
+        },
+      },
+    }
+
+    const schemaParsed = jsonSchemaValidate(subject, contract, 'strip')
+
+    expect(schemaParsed.state).toBe('error')
+    expect(schemaParsed.errors).toEqual([
+      {
+        path: ['events', '1', 'metrics'],
+        message: 'Expected object, received array',
+      },
+    ])
+  })
+
+  test('reports null distinctly when an object is expected', () => {
+    const subject = {
+      foo: null,
+    }
+    const contract = {
+      type: 'object',
+      properties: {
+        foo: {type: 'object'},
+      },
+    }
+
+    const schemaParsed = jsonSchemaValidate(subject, contract, 'strip')
+
+    expect(schemaParsed.state).toBe('error')
+    expect(schemaParsed.errors).toEqual([
+      {
+        path: ['foo'],
+        message: 'Expected object, received null',
+      },
+    ])
+  })
+
+  test('reports top-level arrays distinctly when an object is expected', () => {
+    const schemaParsed = jsonSchemaValidate([], {type: 'object'}, 'strip')
+
+    expect(schemaParsed.state).toBe('error')
+    expect(schemaParsed.errors).toEqual([
+      {
+        path: [],
+        message: 'Expected object, received array',
+      },
+    ])
+  })
+
+  test('reports top-level null distinctly when an object is expected', () => {
+    const schemaParsed = jsonSchemaValidate(null as unknown as object, {type: 'object'}, 'strip')
+
+    expect(schemaParsed.state).toBe('error')
+    expect(schemaParsed.errors).toEqual([
+      {
+        path: [],
+        message: 'Expected object, received null',
+      },
+    ])
+  })
+
   test('ignores custom x-taplo directive', () => {
     const subject = {
       foo: 'bar',
diff --git a/packages/cli-kit/src/public/node/json-schema.ts b/packages/cli-kit/src/public/node/json-schema.ts
index e5cb6b2ec9f..ea8be968410 100644
--- a/packages/cli-kit/src/public/node/json-schema.ts
+++ b/packages/cli-kit/src/public/node/json-schema.ts
@@ -104,6 +104,22 @@ export function jsonSchemaValidate(
   }
 }
 
+/**
+ * Get a more precise type name for JSON Schema error messages.
+ *
+ * @param value - The value to get the type of.
+ * @returns A string representing the type (e.g., 'array', 'null', 'object').
+ */
+function getJsonSchemaValueType(value: unknown): string {
+  if (Array.isArray(value)) return 'array'
+  if (value === null) return 'null'
+  return typeof value
+}
+
+function getJsonSchemaErrorValue(subject: object, path: string[]): unknown {
+  return path.length === 0 ? subject : getPathValue(subject, path)
+}
+
 /**
  * Converts errors from Ajv into a zod-like format.
  *
@@ -128,8 +144,8 @@ function convertJsonSchemaErrors(rawErrors: AjvError[], subject: object, schema:
       const expectedType = Array.isArray(error.params.type)
         ? error.params.type.join(', ')
         : (error.params.type as string)
-      const actualType = getPathValue(subject, path.join('.'))
-      return {path, message: `Expected ${expectedType}, received ${typeof actualType}`}
+      const actualType = getJsonSchemaErrorValue(subject, path)
+      return {path, message: `Expected ${expectedType}, received ${getJsonSchemaValueType(actualType)}`}
     }
 
     if (error.keyword === 'anyOf' || error.keyword === 'oneOf') {
@@ -138,7 +154,7 @@ function convertJsonSchemaErrors(rawErrors: AjvError[], subject: object, schema:
 
     if (error.params.allowedValues) {
       const allowedValues = error.params.allowedValues as string[]
-      const actualValue = getPathValue(subject, path.join('.'))
+      const actualValue = getJsonSchemaErrorValue(subject, path)
       return {
         path,
         message: `Invalid enum value. Expected ${allowedValues
@@ -150,7 +166,7 @@ function convertJsonSchemaErrors(rawErrors: AjvError[], subject: object, schema:
     if (error.params.comparison) {
       const comparison = error.params.comparison as string
       const limit = error.params.limit
-      const actualValue = getPathValue(subject, path.join('.'))
+      const actualValue = getJsonSchemaErrorValue(subject, path)
 
       let comparisonText = comparison
       switch (comparison) {