Looks like you have striped cucumber beetles and squash bugs. The squash bugs do more physical damage to the plant, but the beetle can spread bacterial wilt. The Virginia Cooperative Extension recommends Carbaryl or Esfenvalerate for both, however bifenthrin works well to. Rotenone and pyrethrin may offer decent control on squash bugs, but control is limited on the beetle. I would stay away from soaps and oils on cucurbits as they will burn. Check with your local Extension office to see what is recommended in your area.

Integrated Pest Management means that you find control measure for any problems that are not really broadly toxic, that will not kill everything there is including the person applying them, and the first thing is to properly identify what he problem is. A first step in controlling the Squash Vine Borer, they will be found in the stems of any of the Cucurbit fanmily of plants, is to use a wire to kill them and then cover that stem with soil so it will root. The other picture could be a Squash Bug or a Stink Bug but not an assasin bug.
If there are not many hand picking those few and squishing the eggs they laid would be much better than spraying Carbaryl or other very broad spectrum poisons around. If too many to hand pick the next step up in toxicity would be an insecticidal soap, which while a broad spectrum poison has no residual action. Next in line would be Neem Oil products, which while also broad spectrum are less of a long term problem than even pyrethrin based dusts and sprays.

Here is a link that might be useful: Cucumber Beetles