I've been aware of UW's time-height forecasting system for a while but really started using it this year. There have been several days where NOAA pt predicts clouds or high winds but the time-height shows its calm and clear above 5-6k' and its right on.
Reading them takes some getting used to, they are definitely not the most user friendly, but once you've practiced a bit it's easy enough. Time goes from R-L on the x-axis in UTC (date/hour, 00=4pm PST day before and 12=4am day of), elevation is on the y-axis in mbar pressure (800 is aprox 6k', 700 = 10k'). Green = clouds/precip, arrows = wind (more fletchings = more wind, they point in the compass direction), temp is deg C shown in red lines ("0" line is the freezing level).
Here is the link to a map of the time-heights. Click on the location down wind of where you want to go. Look for white above 800mbar with small wind arrows, there's your window.
https://a.atmos.washington.edu/mm5rt/rt/timeheights_d3.cgi?GFS+current_gfs+