Thanks for your comments.

My dad and I hiked Mt. Dana together last year and had no problem. There really are no accessible high altitude hikes near me in Alaska (if accessible at all other than a full scale mountaineering treks.) I routinely hit snow at even 3,500 ft. in some places and other places climb 4-5,000 ft. but starting at sea level.

I know I'll be taking a risk booking a flight with such a tight timeframe but that is what I have to work with. Weather with have to play in our favor as well as actually landing the permits.