This is an interesting boat painted by my mother in WWII in Juneau Alaska. I was just a very small boy and was amazed by the outhouses on every other float. Most were two holers and starfish and the like could be seen everywhere under the water. Jelly fish, fish and bottom fish were frequently/usually there.
The painting is true art painted not true to the image of the real thing but to the essence or reaction of the viewer .. my mother. Details like the rub rail were not painted as they were but as they should be .. as art. Look at all the interesting lines in the painting like logs and pilings. This one obviously was a gill net boat but I see brown entries in the painting that probably were gurdies. Kinda like fishing reels. At this time it was all hand lining or hand operating the gurtie wheel/crank. The stern hullform apears to be of the fantail variety .. uncommon on fish boats even at this time. But because of the sail it may have been fantail. But the sail may not be for propulsion but as a steadying saiL.
I can’t guess what the small brown things are on the cabin top. Could be a dinghy cradle just to put something on the board.