No worries on the timeframe issue. I'm very much about valuing the appearance of every thing when it happens. Schedules are great for generating personal productivity, but I think they invite us to make irrational extrapolations about the systems beyond us ... and more importantly, to not enjoy the occasion of what is before us.
Glad you found the Pascal quote worth chewing on, at least. I can see your friend's viewpoint, but I'm really more with you on this one. Not caring "about anything" works well when you have your basic needs met: physical, mental, emotional, social. Sure, not obsessing about the little stuff is great if you're not starving or something. Addressing Maslow's hierarchy is always a worthy quest.
Options are like so much else, where too few and too many are equally maddening. I think it's wonderful to have a great many opportunities, but it lures most of us into the squandering of our most vital resources. I guess it was Ferriss who elocuted this thing I already felt on a deep level -- that in fact our most basic resource is focus, and that therefore, anything which invites us to undermine that resource, even through second-guessing, should be suspected.
That said, I really get your bad habit, as I've wrestled with my own version of it for a long time. I have spun in circles jet propelled by multiplying potentials, only to then find myself exhausted, having accomplished nothing. I've also struck on some really great ideas in these states, so I guess nothing's cut and dried. Still, the satisfaction of closure, artificially defined though it usually is, still builds a sound momentum into my pursuit and accomplishment of projects. Something within me responds really well to this "appearance of progress," much though I might shake my head at my own response.
Something I'm trying for right now, in order to work against the disease of exponential multitasking, FOMO, and the general dissolution of consciousness therewithin: to do only one thing, ever, at a time. And if possible, occasionally, to do less than one thing. This is hardest, but if done deeply, is best.
All of your ideas sound great, and like great fun! Just don't let them fight over you. I look forward to hearing which one you're working on.
Alaskan ice-cream! I didn't realize it was a thing. Sounds like coals to Newcastle, a bit, but hey ... nowhere it would be easier to make, I suppose. Thanks for weighing in on Homer! Wanna get there. What's your Alaskan Shangrila, if you had to choose?