Try this book: One Small Step Can Change Your Life; basically the author is a cognitive psychologist who studied various business processes and came to the conclusion that the ones that were most effective were not necessarily the best, they just worked because they were put into actual practice ... because they were non-threatening. His research then led him to the following insight: big planning is perceived as a threat by the brain because in the past it meant 1 of 2 things: (1) no more food, gather the group and get ready to move or (2) some other group doesn't like us, there is going to be some armed conflict, gather the group and ... Basically "big picture planning" while necessary if engaged too long activates the "fight or flight" response and you get all agitated and can't concentrate and wind up doing nothing all day. In other words, it's not that you "have trouble breaking things into pieces" it's because you don't break things into pieces that you activate parts of your brain and nervous system that make it impossible for you to calmly focus on the only reality you control - little pieces. So he suggest getting going by sidestepping/bypassing the activation of your "big changes are coming along with danger" systems by sneaking by them with the teeny, tiniest thing you can imagine doing successfully. Don't make it a goal to finish this part of your project or code for 4 hours or whatever. Make it a goal to sit at the computer for five minutes, open up your environment and not waste time with facebook/hacker news/email for 5 minutes. That's it - don't code, don't plan, just open up environment and then walk away after five minutes and get a small treat - a glass of water or something. Then instead of being overwhelmed your brain will be stimulated but not "activated" ... kind of like in the middle of the bell curve - not too aroused ... and you'll think, "Well, that wasn't too bad, I guess I could actually do a little bit more." Come back and just say, "If I could work on a teeny tiny problem, not a whole lot, but something that's been keeping me back and if I finished it and it became a building block I never had to rebuild and could move forward to, what would that thing be - and work on only that for the day. Don't look at other stuff until that's over. If it gets too frustrating, walk away and then ask yourself, can you go at it again for 15 minutes without distractions? Work up to a pomodoro (30 minutes of work of which 5 are a break). In other words, you have to trick your brain and keep it "asleep" so as to not hyper-arouse it too quick. Teeny tiny problems. So small they're laughable. Almost an funny not to get them done. So doable it's almost beneath you. But string together a couple of thousand of those over a few months and you'll be very productive. But don't plan them. Find one, do it, see where that leads you, take the next step, focus only on that until you did it. Make it so small it's not possible to get distracted. So small it's not possible to get overwhelmed. Make your problem being underwhelmed, so underwhelmed you quiet your hyperactive mind down enough to let you actually get work done. There are no complex anythings. Just strings of simples, some strings longer than others, some strings connect to more strings, but everything is an individual bead and you can handle each and every bead. Can you make a cup of tea? Sure! Can you do it while contemplating your place in the universe, and the meaning of life? No, because you're using part of your brain that needs to shut down the tea making part. Just focus on putting water in the pot and lighting the flame. You can do it. Really there is no secret other than this. You may forget to do it, but deep down you know this to be reality. You even say it ("I can't seem to internalize this and repeat it.") You don't have to internalize it. Here's another trick: everybody falls of their paths all the time, then they have to "remember" what works and just repeat it. It's so simple it's boring and that's why we forget - because we get bored and want to forget it's that simple. But you seem to know this. Just be okay with falling off, get back and apply it again. Until you forget again. Then you'll remember you forgot and keep repeating this. You got this. That's for the by yourself thing. As for pairs or groups - stop fighting it and just pair up with someone with similar goals and workstyles.