It’s generally not worth it. You need to significantly increase the size of the root volume (vol0) to allow the upload to happen. You may need to increase the size of the file upload space on the cli also as it may be artificially small on the simulator
plus, you can’t jump that high. You can go at most 3-4 releases ahead and you’re trying 5.
upgrade to 9.12 or 9.13 (latest P release) before trying 9.14