What I really wanted was just a simple flexible to-do list, something that I missed from Basecamp v1 and was willing to try somewhere else.
But the flexibility made it a nightmare. Because what I wanted was very simple, the friction that I encountered, though probably not huge, felt much larger, because I felt, why can't this be easier? I just want a simple to do list, and I was messing with headings and all of this non-essential stuff that I didn't need.
I'm sure in a business setting it could be different, especially if someone goes through the trouble of setting things up so you have some sort of system of consistency that you work inside of, but as a first time user the flexibility was a bit of hinderance.
My next door neighbor is 11 years old. He has basically dropped out of middle school. Even before covid-19 he was constantly truant. Now that school has moved to online, he doesn't attend at all. His math teacher e-mailed me (I had previously contacted her to get a copy of his curriculum) and asked if he had access to a computer and WiFi because he hadn't attended a single online Zoom session. I assured her he did as I could hear him playing Fortnite all hours of the night. He often comes over for snacks at 10 pm. I ask whether he's had dinner and he claims his mom doesn't make dinner until 12 or 1 am. I ask what time he goes to bed and he replies "7 or 8 am". I've tried to motivate him to do Khan Academy courses for rewards, but his mom always undermines me. For example, I promised to buy him a Dragonball Z game if he completed the 6th grade math module on exponents. Half-way through the course he announced his mom bought him the game and he lost all motivation to continue. Even money doesn't seem to have much effect unless there is something he currently wants to buy. This happens every time though - his mom doesn't encourage school at all. She can't help him because (I'm pretty sure) she dropped out herself. There's no dad in the picture, and any motivation I try to use to get him to learn stuff gets instantly gratified by his mom.
So basically, we have this kid with an inverted sleep schedule who is years behind his peers, has access to everything he needs to be successful, except parents who care about his future, and thus he is on a trajectory to fail.
That being said, my dream collaboration tool would be something that is super easy to use with a simple design and simple basic features.
I think it is also crucial to have a simplistic collaboration tool that allows you to get all the work you need done without any hassle.