diff --git a/pnpm-lock.yaml b/pnpm-lock.yaml
index 49b479bbc8..9b9f7fcaf5 100644
--- a/pnpm-lock.yaml
+++ b/pnpm-lock.yaml
@@ -842,6 +842,9 @@ importers:
       thumbhash:
         specifier: ^0.1.1
         version: 0.1.1
+      transformation-matrix:
+        specifier: ^3.1.0
+        version: 3.1.0
       uplot:
         specifier: ^1.6.32
         version: 1.6.32
diff --git a/web/package.json b/web/package.json
index 374a9de4e7..5055c8b2ce 100644
--- a/web/package.json
+++ b/web/package.json
@@ -61,6 +61,7 @@
     "svelte-persisted-store": "^0.12.0",
     "tabbable": "^6.2.0",
     "thumbhash": "^0.1.1",
+    "transformation-matrix": "^3.1.0",
     "uplot": "^1.6.32"
   },
   "devDependencies": {
diff --git a/web/src/lib/managers/edit/transform-manager.svelte.ts b/web/src/lib/managers/edit/transform-manager.svelte.ts
index faa7871152..7673889185 100644
--- a/web/src/lib/managers/edit/transform-manager.svelte.ts
+++ b/web/src/lib/managers/edit/transform-manager.svelte.ts
@@ -1,16 +1,9 @@
 import { editManager, type EditActions, type EditToolManager } from '$lib/managers/edit/edit-manager.svelte';
 import { getAssetMediaUrl } from '$lib/utils';
 import { getDimensions } from '$lib/utils/asset-utils';
+import { normalizeTransformEdits } from '$lib/utils/editor';
 import { handleError } from '$lib/utils/handle-error';
-import {
-  AssetEditAction,
-  AssetMediaSize,
-  MirrorAxis,
-  type AssetResponseDto,
-  type CropParameters,
-  type MirrorParameters,
-  type RotateParameters,
-} from '@immich/sdk';
+import { AssetEditAction, AssetMediaSize, MirrorAxis, type AssetResponseDto, type CropParameters } from '@immich/sdk';
 import { tick } from 'svelte';
 
 export type CropAspectRatio =
@@ -200,22 +193,14 @@ class TransformManager implements EditToolManager {
 
     globalThis.addEventListener('mousemove', (e) => transformManager.handleMouseMove(e), { passive: true });
 
-    // set the rotation before loading the image
-    const rotateEdit = edits.find((e) => e.action === 'rotate');
-    if (rotateEdit) {
-      this.imageRotation = (rotateEdit.parameters as RotateParameters).angle;
-    }
+    const transformEdits = edits.filter((e) => e.action === 'rotate' || e.action === 'mirror');
 
-    // set mirror state from edits
-    const mirrorEdits = edits.filter((e) => e.action === 'mirror');
-    for (const mirrorEdit of mirrorEdits) {
-      const axis = (mirrorEdit.parameters as MirrorParameters).axis;
-      if (axis === MirrorAxis.Horizontal) {
-        this.mirrorHorizontal = true;
-      } else if (axis === MirrorAxis.Vertical) {
-        this.mirrorVertical = true;
-      }
-    }
+    // Normalize rotation and mirror edits to single rotation and mirror state
+    // This allows edits to be imported in any order and still produce correct state
+    const normalizedTransformation = normalizeTransformEdits(transformEdits);
+    this.imageRotation = normalizedTransformation.rotation;
+    this.mirrorHorizontal = normalizedTransformation.mirrorHorizontal;
+    this.mirrorVertical = normalizedTransformation.mirrorVertical;
 
     await tick();
 
diff --git a/web/src/lib/utils/editor.spec.ts b/web/src/lib/utils/editor.spec.ts
new file mode 100644
index 0000000000..fcaddad350
--- /dev/null
+++ b/web/src/lib/utils/editor.spec.ts
@@ -0,0 +1,326 @@
+import type { EditActions } from '$lib/managers/edit/edit-manager.svelte';
+import { buildAffineFromEdits, normalizeTransformEdits } from '$lib/utils/editor';
+import { AssetEditAction, MirrorAxis } from '@immich/sdk';
+
+type NormalizedParameters = {
+  rotation: number;
+  mirrorHorizontal: boolean;
+  mirrorVertical: boolean;
+};
+
+function normalizedToEdits(params: NormalizedParameters): EditActions {
+  const edits: EditActions = [];
+
+  if (params.mirrorHorizontal) {
+    edits.push({
+      action: AssetEditAction.Mirror,
+      parameters: { axis: MirrorAxis.Horizontal },
+    });
+  }
+
+  if (params.mirrorVertical) {
+    edits.push({
+      action: AssetEditAction.Mirror,
+      parameters: { axis: MirrorAxis.Vertical },
+    });
+  }
+
+  if (params.rotation !== 0) {
+    edits.push({
+      action: AssetEditAction.Rotate,
+      parameters: { angle: params.rotation },
+    });
+  }
+
+  return edits;
+}
+
+function compareEditAffines(editsA: EditActions, editsB: EditActions): boolean {
+  const normA = buildAffineFromEdits(editsA);
+  const normB = buildAffineFromEdits(editsB);
+
+  return (
+    Math.abs(normA.a - normB.a) < 0.0001 &&
+    Math.abs(normA.b - normB.b) < 0.0001 &&
+    Math.abs(normA.c - normB.c) < 0.0001 &&
+    Math.abs(normA.d - normB.d) < 0.0001
+  );
+}
+
+describe('edit normalization', () => {
+  it('should handle no edits', () => {
+    const edits: EditActions = [];
+
+    const result = normalizeTransformEdits(edits);
+    const normalizedEdits = normalizedToEdits(result);
+
+    expect(compareEditAffines(normalizedEdits, edits)).toBe(true);
+  });
+
+  it('should handle a single 90° rotation', () => {
+    const edits: EditActions = [{ action: AssetEditAction.Rotate, parameters: { angle: 90 } }];
+
+    const result = normalizeTransformEdits(edits);
+    const normalizedEdits = normalizedToEdits(result);
+
+    expect(compareEditAffines(normalizedEdits, edits)).toBe(true);
+  });
+
+  it('should handle a single 180° rotation', () => {
+    const edits: EditActions = [{ action: AssetEditAction.Rotate, parameters: { angle: 180 } }];
+
+    const result = normalizeTransformEdits(edits);
+    const normalizedEdits = normalizedToEdits(result);
+
+    expect(compareEditAffines(normalizedEdits, edits)).toBe(true);
+  });
+
+  it('should handle a single 270° rotation', () => {
+    const edits: EditActions = [{ action: AssetEditAction.Rotate, parameters: { angle: 270 } }];
+
+    const result = normalizeTransformEdits(edits);
+    const normalizedEdits = normalizedToEdits(result);
+
+    expect(compareEditAffines(normalizedEdits, edits)).toBe(true);
+  });
+
+  it('should handle a single horizontal mirror', () => {
+    const edits: EditActions = [{ action: AssetEditAction.Mirror, parameters: { axis: MirrorAxis.Horizontal } }];
+
+    const result = normalizeTransformEdits(edits);
+    const normalizedEdits = normalizedToEdits(result);
+
+    expect(compareEditAffines(normalizedEdits, edits)).toBe(true);
+  });
+
+  it('should handle a single vertical mirror', () => {
+    const edits: EditActions = [{ action: AssetEditAction.Mirror, parameters: { axis: MirrorAxis.Vertical } }];
+
+    const result = normalizeTransformEdits(edits);
+    const normalizedEdits = normalizedToEdits(result);
+
+    expect(compareEditAffines(normalizedEdits, edits)).toBe(true);
+  });
+
+  it('should handle 90° rotation + horizontal mirror', () => {
+    const edits: EditActions = [
+      { action: AssetEditAction.Rotate, parameters: { angle: 90 } },
+      { action: AssetEditAction.Mirror, parameters: { axis: MirrorAxis.Horizontal } },
+    ];
+
+    const result = normalizeTransformEdits(edits);
+    const normalizedEdits = normalizedToEdits(result);
+
+    expect(compareEditAffines(normalizedEdits, edits)).toBe(true);
+  });
+
+  it('should handle 90° rotation + vertical mirror', () => {
+    const edits: EditActions = [
+      { action: AssetEditAction.Rotate, parameters: { angle: 90 } },
+      { action: AssetEditAction.Mirror, parameters: { axis: MirrorAxis.Vertical } },
+    ];
+
+    const result = normalizeTransformEdits(edits);
+    const normalizedEdits = normalizedToEdits(result);
+
+    expect(compareEditAffines(normalizedEdits, edits)).toBe(true);
+  });
+
+  it('should handle 90° rotation + both mirrors', () => {
+    const edits: EditActions = [
+      { action: AssetEditAction.Rotate, parameters: { angle: 90 } },
+      { action: AssetEditAction.Mirror, parameters: { axis: MirrorAxis.Horizontal } },
+      { action: AssetEditAction.Mirror, parameters: { axis: MirrorAxis.Vertical } },
+    ];
+
+    const result = normalizeTransformEdits(edits);
+    const normalizedEdits = normalizedToEdits(result);
+
+    expect(compareEditAffines(normalizedEdits, edits)).toBe(true);
+  });
+
+  it('should handle 180° rotation + horizontal mirror', () => {
+    const edits: EditActions = [
+      { action: AssetEditAction.Rotate, parameters: { angle: 180 } },
+      { action: AssetEditAction.Mirror, parameters: { axis: MirrorAxis.Horizontal } },
+    ];
+
+    const result = normalizeTransformEdits(edits);
+    const normalizedEdits = normalizedToEdits(result);
+
+    expect(compareEditAffines(normalizedEdits, edits)).toBe(true);
+  });
+
+  it('should handle 180° rotation + vertical mirror', () => {
+    const edits: EditActions = [
+      { action: AssetEditAction.Rotate, parameters: { angle: 180 } },
+      { action: AssetEditAction.Mirror, parameters: { axis: MirrorAxis.Vertical } },
+    ];
+
+    const result = normalizeTransformEdits(edits);
+    const normalizedEdits = normalizedToEdits(result);
+
+    expect(compareEditAffines(normalizedEdits, edits)).toBe(true);
+  });
+
+  it('should handle 180° rotation + both mirrors', () => {
+    const edits: EditActions = [
+      { action: AssetEditAction.Rotate, parameters: { angle: 180 } },
+      { action: AssetEditAction.Mirror, parameters: { axis: MirrorAxis.Horizontal } },
+      { action: AssetEditAction.Mirror, parameters: { axis: MirrorAxis.Vertical } },
+    ];
+
+    const result = normalizeTransformEdits(edits);
+    const normalizedEdits = normalizedToEdits(result);
+
+    expect(compareEditAffines(normalizedEdits, edits)).toBe(true);
+  });
+
+  it('should handle 270° rotation + horizontal mirror', () => {
+    const edits: EditActions = [
+      { action: AssetEditAction.Rotate, parameters: { angle: 270 } },
+      { action: AssetEditAction.Mirror, parameters: { axis: MirrorAxis.Horizontal } },
+    ];
+
+    const result = normalizeTransformEdits(edits);
+    const normalizedEdits = normalizedToEdits(result);
+
+    expect(compareEditAffines(normalizedEdits, edits)).toBe(true);
+  });
+
+  it('should handle 270° rotation + vertical mirror', () => {
+    const edits: EditActions = [
+      { action: AssetEditAction.Rotate, parameters: { angle: 270 } },
+      { action: AssetEditAction.Mirror, parameters: { axis: MirrorAxis.Vertical } },
+    ];
+
+    const result = normalizeTransformEdits(edits);
+    const normalizedEdits = normalizedToEdits(result);
+
+    expect(compareEditAffines(normalizedEdits, edits)).toBe(true);
+  });
+
+  it('should handle 270° rotation + both mirrors', () => {
+    const edits: EditActions = [
+      { action: AssetEditAction.Rotate, parameters: { angle: 270 } },
+      { action: AssetEditAction.Mirror, parameters: { axis: MirrorAxis.Horizontal } },
+      { action: AssetEditAction.Mirror, parameters: { axis: MirrorAxis.Vertical } },
+    ];
+
+    const result = normalizeTransformEdits(edits);
+    const normalizedEdits = normalizedToEdits(result);
+
+    expect(compareEditAffines(normalizedEdits, edits)).toBe(true);
+  });
+
+  it('should handle horizontal mirror + 90° rotation', () => {
+    const edits: EditActions = [
+      { action: AssetEditAction.Mirror, parameters: { axis: MirrorAxis.Horizontal } },
+      { action: AssetEditAction.Rotate, parameters: { angle: 90 } },
+    ];
+
+    const result = normalizeTransformEdits(edits);
+    const normalizedEdits = normalizedToEdits(result);
+
+    expect(compareEditAffines(normalizedEdits, edits)).toBe(true);
+  });
+
+  it('should handle horizontal mirror + 180° rotation', () => {
+    const edits: EditActions = [
+      { action: AssetEditAction.Mirror, parameters: { axis: MirrorAxis.Horizontal } },
+      { action: AssetEditAction.Rotate, parameters: { angle: 180 } },
+    ];
+
+    const result = normalizeTransformEdits(edits);
+    const normalizedEdits = normalizedToEdits(result);
+
+    expect(compareEditAffines(normalizedEdits, edits)).toBe(true);
+  });
+
+  it('should handle horizontal mirror + 270° rotation', () => {
+    const edits: EditActions = [
+      { action: AssetEditAction.Mirror, parameters: { axis: MirrorAxis.Horizontal } },
+      { action: AssetEditAction.Rotate, parameters: { angle: 270 } },
+    ];
+
+    const result = normalizeTransformEdits(edits);
+    const normalizedEdits = normalizedToEdits(result);
+
+    expect(compareEditAffines(normalizedEdits, edits)).toBe(true);
+  });
+
+  it('should handle vertical mirror + 90° rotation', () => {
+    const edits: EditActions = [
+      { action: AssetEditAction.Mirror, parameters: { axis: MirrorAxis.Vertical } },
+      { action: AssetEditAction.Rotate, parameters: { angle: 90 } },
+    ];
+
+    const result = normalizeTransformEdits(edits);
+    const normalizedEdits = normalizedToEdits(result);
+
+    expect(compareEditAffines(normalizedEdits, edits)).toBe(true);
+  });
+
+  it('should handle vertical mirror + 180° rotation', () => {
+    const edits: EditActions = [
+      { action: AssetEditAction.Mirror, parameters: { axis: MirrorAxis.Vertical } },
+      { action: AssetEditAction.Rotate, parameters: { angle: 180 } },
+    ];
+
+    const result = normalizeTransformEdits(edits);
+    const normalizedEdits = normalizedToEdits(result);
+
+    expect(compareEditAffines(normalizedEdits, edits)).toBe(true);
+  });
+
+  it('should handle vertical mirror + 270° rotation', () => {
+    const edits: EditActions = [
+      { action: AssetEditAction.Mirror, parameters: { axis: MirrorAxis.Vertical } },
+      { action: AssetEditAction.Rotate, parameters: { angle: 270 } },
+    ];
+
+    const result = normalizeTransformEdits(edits);
+    const normalizedEdits = normalizedToEdits(result);
+
+    expect(compareEditAffines(normalizedEdits, edits)).toBe(true);
+  });
+
+  it('should handle both mirrors + 90° rotation', () => {
+    const edits: EditActions = [
+      { action: AssetEditAction.Mirror, parameters: { axis: MirrorAxis.Horizontal } },
+      { action: AssetEditAction.Mirror, parameters: { axis: MirrorAxis.Vertical } },
+      { action: AssetEditAction.Rotate, parameters: { angle: 90 } },
+    ];
+
+    const result = normalizeTransformEdits(edits);
+    const normalizedEdits = normalizedToEdits(result);
+
+    expect(compareEditAffines(normalizedEdits, edits)).toBe(true);
+  });
+
+  it('should handle both mirrors + 180° rotation', () => {
+    const edits: EditActions = [
+      { action: AssetEditAction.Mirror, parameters: { axis: MirrorAxis.Horizontal } },
+      { action: AssetEditAction.Mirror, parameters: { axis: MirrorAxis.Vertical } },
+      { action: AssetEditAction.Rotate, parameters: { angle: 180 } },
+    ];
+
+    const result = normalizeTransformEdits(edits);
+    const normalizedEdits = normalizedToEdits(result);
+
+    expect(compareEditAffines(normalizedEdits, edits)).toBe(true);
+  });
+
+  it('should handle both mirrors + 270° rotation', () => {
+    const edits: EditActions = [
+      { action: AssetEditAction.Mirror, parameters: { axis: MirrorAxis.Horizontal } },
+      { action: AssetEditAction.Mirror, parameters: { axis: MirrorAxis.Vertical } },
+      { action: AssetEditAction.Rotate, parameters: { angle: 270 } },
+    ];
+
+    const result = normalizeTransformEdits(edits);
+    const normalizedEdits = normalizedToEdits(result);
+
+    expect(compareEditAffines(normalizedEdits, edits)).toBe(true);
+  });
+});
diff --git a/web/src/lib/utils/editor.ts b/web/src/lib/utils/editor.ts
new file mode 100644
index 0000000000..7816fed022
--- /dev/null
+++ b/web/src/lib/utils/editor.ts
@@ -0,0 +1,43 @@
+import type { EditActions } from '$lib/managers/edit/edit-manager.svelte';
+import type { MirrorParameters, RotateParameters } from '@immich/sdk';
+import { compose, flipX, flipY, identity, rotate } from 'transformation-matrix';
+
+const isCloseToZero = (x: number, epsilon: number = 1e-15) => Math.abs(x) < epsilon;
+
+export const normalizeTransformEdits = (
+  edits: EditActions,
+): {
+  rotation: number;
+  mirrorHorizontal: boolean;
+  mirrorVertical: boolean;
+} => {
+  const { a, b, c, d } = buildAffineFromEdits(edits);
+  const rotation = ((isCloseToZero(a) ? Math.asin(c) : Math.acos(a)) * 180) / Math.PI;
+
+  return {
+    rotation: rotation < 0 ? 360 + rotation : rotation,
+    mirrorHorizontal: false,
+    mirrorVertical: isCloseToZero(a) ? b === c : a === -d,
+  };
+};
+
+export const buildAffineFromEdits = (edits: EditActions) =>
+  compose(
+    identity(),
+    ...edits.map((edit) => {
+      switch (edit.action) {
+        case 'rotate': {
+          const parameters = edit.parameters as RotateParameters;
+          const angleInRadians = (-parameters.angle * Math.PI) / 180;
+          return rotate(angleInRadians);
+        }
+        case 'mirror': {
+          const parameters = edit.parameters as MirrorParameters;
+          return parameters.axis === 'horizontal' ? flipY() : flipX();
+        }
+        default: {
+          return identity();
+        }
+      }
+    }),
+  );