When I was using VMware Workstation Pro, it gave me a notice to upgrade to VMware Workstation Pro 15.5.1. I accepted and then it started upgrading, everything was doing fine until the real setup launched. When it was installed, I got a error with the error code 29144. I tried the 15.5.0 installer. No luck.
If it really helps:
When the real setup launched, I forgot to close VMware and it notified me to close it.
I accidentally launched 2 VMwares and I noticed it by trying to click a VM. I closed the other one after.
I was clicking some buttons during the VMware tools upgrading setup.
I had some programs open, I closed them and still no luck.
I recently ran Disk Cleanup.
When I was browsing through random log files, I found it was trying to find files in the roaming folder of my AppData.
The error gets triggered when it gets stuck here:
Have you verified the MD5 checksum of the downloaded installer?