lvl 18 - box an X in approx 45deg upwards, extend from that in more extreme 72deg a triangle, almost reaching the crate from it's right side. All wood except from the 2 underside beams. Done right the crate will slide home and you keep $100.
level 16 - arc your bridge. Bide your time, try to be accurate. All wood, triangular upper supports and you make it. When you reach lvl 18 you can repay me with a tip ;)