Upload & Sell: Off
You can try Photoshop for 30 days for free under either the Creative Cloud or Electronic Download methods.
Regarding the Creative Cloud subscription, you just need to run the numbers and see if they make sense for you. Just be careful with the "buy and upgrade" vs. Creative Cloud comparison because that only comes close to being a valid comparison if:
- you ALWAYS upgrade on time and plan to do that for the long-term.
- Adobe continues to release upgrades that provide you with value.
The thing that is obvious but I think some folks don't really consider is that with the subscription model you have absolutely nothing once you stop paying. You need to think of it as a service, not a product.
It used to be that if you kept your eyes open, you could spot PS at a discount at certain times of the year or find a discount coupon with a camera purchase. I suspect though, that those offers will occur less now that Adobe is pushing the subscription model so hard.
Since you have a son in school, you might want to look into the education discount. That also can provide a significant discount if you qualify.