**Design Breakdown:**

1. **Character:** 
   - Adjust the hairstyle to a short bob haircut.
   - Change eye color to green.

2. **Clothing:**
   - Replace the school uniform with a casual oversized hoodie.
   - Use a graphic tee instead of a collared shirt underneath.

3. **Accessories:**
   - Swap the large headphones with sleek, modern wireless earbuds.
   - Remove the visible tie.

4. **Background:**
   - Change the setting from a sky scene to a bustling cityscape at dusk.

5. **Lighting:**
   - Adjust the lighting to create a more vibrant glow from street lamps instead of a soft sunset.

6. **Pose:**
   - Alter the pose to a more relaxed leaning against a railing, looking at the city below.

7. **Color Palette:**
   - Use a cooler color palette with blues and purples instead of warm tones. 

This approach maintains the essence of the original design while introducing fresh elements.