Are you painting it? If so....... hand brush? Sprayer? We did our house last summer, took 8 twelve hour days. Remember to dab paint in cracks for winter expansion. Have fun and paint on!
Is that you on the ladder on the left prell 73? Looks like it's at the angle just before it suddenly goes horizontal. Don't ask how I know...
did you test for lead (Pb) content? might want to put plastic on the ground to contain it, but do not eat it. oh and the caulking around the windows may contain asbestos, should have that tested too. The plastic on the windows is known to cause cancer in California, never mind I see you are in Iowa, your O.K. You should have safety harnesses on above 39 inches, connected to an anchor point which will hold 5000 lbs. Probably will have to rent a crane for an attachment point. The coffee can is not an OSHA approved paint receptacle, along with the improper use of a step ladder. The step ladder must be used in the open position. Also the extension ladder is not at the proper 3:1 ratio as pointed out previously. Other than that, looks good. Make sure to post finished pics. IP
Do you have one of those new gutter garden growing? Harvesting might be a issue with that height, but then you do have some ladders you can duct tape together!
taped my house off for the better part of a day and sprayed it in under 6hrs - start to cleanup with a kickazz titan sprayer. It was worth the $450. I've toyed with selling the sprayer but it sprays so smooth, doors or lots of trim hard to part with it