2. Content Planner - it seems to me that should be a job role, akin to *Editor and not so much a SaaS. Of course, it would help if much more online content had an editor anyway. So many grammar/usage/spelling errors these days.
3. Instagram Post Automator - I'm surprised it doesn't already exist. Much like CRM variations.
4. OKR - I'm not sure how you'd outcompete incumbents here, but of the options so far probably the most interesting.
5. Coffee/Tea round app - Probably easy enough to make, not sure if even $2 would be a reasonable price and actually make any money.
6. Bookmarks For Designers - Interesting idea... a more generic Bookmarks for X as a trended social graph of sites for a given subject would be cool overall. I know that I bookmark a lot of things and then never get back to them. When I finally do, it's been forked twice, and 2/3 abandoned for yet another renamed clone/fork of what I was looking for. Something like the original Yahoo would be pretty cool to see again.
I'd like to get something started for side income myself, but honestly a bit lazy about it, and more insecure about keeping it separate from my personal self in terms of liability.
(All the microstartup ideas, I'd have to bang out, unfunded, and throw against the wall, to see what sticks.)