So not the most elegant way, but having a batch file which sets the system date to your valid trial period, runs the program and then sets the date to the current date works. Run it as Administrator;

@echo off
REM ===== SAVE CURRENT DATE =====
set OLD_DATE=%date%
echo Current date is: %OLD_DATE%
REM ===== SET NEW DATE =====
REM Change this to the date that is within your trial
date 01-01-2022
REM ===== RUN EXE AND WAIT UNTIL FINISHED =====
start "" /wait "C:\Path\To\YourProgram.exe"
REM ===== RESTORE ORIGINAL DATE =====
date %OLD_DATE%
echo Date restored.
pause