I have a history with this particular airplane as I flew it between 2005 thru 2015. Overall, I flew the 2000 for 20 years. I completed the acceptance flight for it in Orebro Sweden in 2005 for my employer. Also delivered it to Bangor, ME in January 2016 for 121 modifications. I also delivered another 2000 to PenAir in PANC in late 2015. I had a long discussion with the PenAir CP about the airplane & the potential risks it posed flying into Dutch Harbor. Circling to a short RWY with terrain, wind, low weather was discussed. I didn’t feel a warm, fuzzy when I left. They had made a commitment to the airplane, had the flap 35 auto retract modification completed & steep approach mod, I believe, as well. Just wasn’t the right airframe for that airport. Great range & enroute speed, but higher Ref speeds that reduced safety margins.